Reduction
Bernhard Kammermeier,
Bernhard Kammermeier
Hoechst AG, Frankfurt am Main, Federal Republic of Germany
Search for more papers by this authorBernhard Kammermeier,
Bernhard Kammermeier
Hoechst AG, Frankfurt am Main, Federal Republic of Germany
Search for more papers by this authorAbstract
The article contains sections titled:
1. |
Introduction |
2. |
Reduction of Individual Classes of Substances |
3. |
Electrolysis |
3.1. |
Inorganic Processes |
3.2. |
Organic Processes |
4. |
Individual Reducing Agents |
4.1. |
Coal, Petroleum, Natural Gas |
4.2. |
Hydrogen |
4.3. |
Hydrides |
4.4. |
Metal Carbonyls |
4.5. |
Metals |
4.6. |
Metal Salts |
4.7. |
Nonmetallic Inorganic Reducing Agents |
4.8. |
Carbon Compounds |
4.8.1. |
Carbon Monoxide |
4.8.2. |
Formic Acid |
4.8.3. |
Carbonyl Compounds |
4.8.4. |
Alcohols |
4.8.5. |
Alkenes |
4.8.6. |
Heterocyclic Compounds |
5. |
Special Reduction Methods |
References
- 1 H. R. Christen: Grundlagen d. Allgemeinen und Anorganischen Chemie, Sauerländer-Salle, Stuttgart 1973, pp. 383 ff.
- 2 A. F. Hollemann, E. Wiberg: Lehrbuch d. Anorganischen Chemie, De Gruyter, Berlin 1971, pp. 188 ff.
- 3 D. Dobos: Electrochemical Data, Elsevier, Amsterdam 1975, p. 247.
- 4 M. Freifelder: Catalytic Hydrogenation in Organic Synthesis; Procedures and Commentary, J. Wiley & Sons, New York 1978.
- 5 H. B. Kagan, Bull. Soc. Chim. Fr. 5 (1988) no. 5, 846.
- 6 H. Brunner, Top. Stereochem. 18 (1988) 129.
- 7 R. Noyori: “3 rd ed MERCK-Schuchardt Chair in Organic Synthesis,” Belgian Organic Synthesis Symposium, Louvain-La-Neuve 1990.
- 8 B. M. Trost: “Reduction,” in I. Fleming (ed.): Comprehensive Organic Synthesis, vol. 8, Pergamon Press, Oxford 1991.
- 9 R. C. Larock: Reduction, Comprehensive Organic Transformations, – 1., VCH Verlagsgesellschaft, Weinheim, Germany 1989.
- 10 M. Hudlicky: Reductions in Organic Chemistry, Ellis Horwood Ltd., Chichester 1984.
- 11 J. March: Oxidations and Reductions, Advanced Organic Chemistry, 3rd ed., J. Wiley & Sons, New York 1985.
- 12 G. W. J. Fleet, Org. React. Mech. 1986, 167.
- 13 D. C. Liotta, M. Volmer (eds.): Organic Synthesis Reaction Guide, J. Wiley & Sons, New York 1991, pp. 235 ff.
- 14 J. D. White, Tetrahedron Lett. 1974, 2879.
- 15 W. S. Murphy, S. Wattanasin, Tetrahedron Lett. 1981, 695.
- 16 G. M. Whitesides, W. J. Ehmann, J. Org. Chem. 35 (1970) 3565.
- 17 E. E. Van Tamelen, R. J. Timmons, J. Am. Chem. Soc. 84 (1962) 1067.
- 18 R. F. Abdulla, Aldrichimica Acta 21 (1988) 31.
- 19 E. C. Ashby, J. J. Lin, J. Org. Chem. 43 (1978) 2567.
- 20 E. C. Ashby, J. J. Lin, A. B. Goel, J. Org. Chem. 43 (1978) 757.
- 21
T. Imamoto,
T. Mita,
M. Yokoyama,
J. Org. Chem.
52
(1987)
5695.
10.1021/jo00235a009 Google Scholar
- 22
S. M. Soll,
S. P. Seitz,
Tetrahedron Lett.
1987,
5457.
10.1016/S0040-4039(00)96753-4 Google Scholar
- 23
A. A. Akhrem,
I. G. Reshetova,
Y. A. Titov:
Birch Reductions of Aromatic Compounds,
IFI/Plenum,
New York
1972.
10.1007/978-1-4757-0429-7 Google Scholar
- 24 H. Nohe, Chem. Ing. Tech. 46 (1974) 597.
- 25 S. Krishnamurthy, H. C. Brown, J. Org. Chem. 48 (1983) 3085.
- 26 E. C. Ashby, J. J. Lin, J. Org. Chem. 43 (1978) 1263.
- 27 F. Sato, T. Akiyama, K. Jida, M. Sato, Synthesis 1982, 1025.
- 28 D. Savoia, E. Tagliavini, C. Trombini, A. Umani-Ronchi, J. Org. Chem. 47 (1982) 876.
- 29 S. K. Boyer, J. Bach, J. McKenna, E. Jagdmann Jr., J. Org. Chem. 47 (1982) 876.
- 30 J. T. Pinhey, R. D. G. Rigby, Tetrahedron Lett. 1969, 1267.
- 31 J. D. Citron, J. E. Lyons, L. H. Sommer, J. Org. Chem. 34 (1969) 638.
- 32 H. C. Brown, S. Krishnamurthy, Tetrahedron 35 (1979) 567.
- 33 P. H. Gore, G. K. Hughes, J. Chem. Soc. 1959, 1615.
- 34 C. A. Hoeger, A. D. Johnston, W. H. Okamura, J. Am. Chem. Soc. 109 (1987) 4690.
- 35 J. D. White, T. C. Somers, J. Am. Chem. Soc. 109 (1987) 4424.
- 36
R. A. Rossi,
J. F. Bunnett,
J. Org. Chem.
38
(1973)
2314.
10.1021/jo00953a010 Google Scholar
- 37 T. Shono, Y. Matsumura, K. Tsubata, Y. Sugihara, J. Org. Chem. 44 (1979) 4508.
- 38 N. L. Weinberg: “Technique of Electroorganic Synthesis,” in A. Weissberger (ed.): Techniques of Chemistry, vol. 5/1 + 2, J. Wiley & Sons, New York 1975, p. 224.
- 39 Metallgesellschaft, Lithiumaluminiumhydrid, Company Brochure, Frankfurt/M. 1974.
- 40 Bayer, Natriumborhydrid, Leverkusen 1975.
- 41 R. Hiatt in S. Swern (ed.): Organic Peroxides, vol. 2, J. Wiley & Sons, New York 1971, p. 50.
- 42 L. A. Flippin, D. W. Gallagher, K. Jalali-Araghi, J. Org. Chem. 54 (1989) 1430.
- 43 U. Azzena, T. Denurra, G. Melloni, G. Rassu, J. Chem. Soc. Chem. Comm. 1987, 1549.
- 44 D. A. Forsyth, M. R. Estes, P. Lucas, J. Org. Chem. 47 (1982) 4380.
- 45 D. G. Loughhead, J. Org. Chem. 50 (1985) 3931.
- 46 Y. Fort, R. Vanderesse, P. Caubere, Tetrahedron Lett. 1985, 3111.
- 47 H. Suzuki, T. Fuchita, A. Iwasa, T. Mishina, Synthesis 1978, 905.
- 48 P. Dowd, K. Kang, J. Chem. Soc. Chem. Comm. 1974, 384.
- 49 B. C. Ranu, R. Chakraborty, Tetrahedron Lett. 1990, 7663.
- 50 N. Y. M. Fung, P. de Mayo, J. H. Schauble, A. C. Weedon, J. Org. Chem. 43 (1978) 3977.
- 51 R. Csuk, B. I. Glänzer, Chem. Rev. 91 (1991) 49.
- 52
W. Uhl,
A. Kyriatsoulis:
Namen und Schlagwortreaktionen in der Organischen Chemie,
Vieweg & Sohn,
Braunschweig
1984,
pp. 25, 111.
10.1007/978-3-663-02002-8 Google Scholar
- 53 J. E. McMurry, Chem. Rev. 89 (1989) 1513.
- 54 J. H. Freudenberger, A. W. Konradi, S. F. Pedersen, J. Am. Chem. Soc. 111 (1989) 8014.
- 55 G. A. Molander, Chem. Rev. 92 (1992) 29.
- 56 G. W. Kabalka, S. T. Summers, J. Org. Chem. 46 (1981) 1217.
- 57 E. Vedejs, Org. React. (N.Y.) 22 (1974) 401.
- 58 C. F. Lane, Aldrichimica Acta 10 (1977) 41.
- 59 Houben-Weyl, 4th ed., 11/1, 648.
- 60 Ref. (52) , p. 102.
- 61 D. Lenoir, Chem. Ber. 111 (1978) 411.
- 62 R. F. Nystrom, C. R. A. Berger, J. Am. Chem. Soc. 80 (1958) 2896.
- 63 W. S. Murphy, D. F. Sullivan, J. Chem. Soc. Perkin Trans. 1: 1972, 999.
- 64 D. W. Sopher, J. H. P. Utley, J. Chem. Soc. Chem. Comm. 1979, 1087.
- 65 C. Ferri: Reaktionen d. Organischen Synthese, Thieme Verlag, Stuttgart 1978, p. 133.
- 66 J. Nakayama, H. Machida, R. Saito, M. Hoshino, Tetrahedron Lett. 1985, 1981.
- 67 C. H. Foster, D. A. Payne, J. Am. Chem. Soc. 100 (1978) 2834.
- 68 Houben-Weyl, 4th ed., 5/1 a, 276.
- 69 Ref. (52) , p. 32 and references cited therein.
- 70 F. Beck: Elektroorganische Chemie, Verlag Chemie, Weinheim, Germany 1974, p. 153.
- 71 R. L. Whistler, M. L. Wolfrom (eds.): Methods in Carbohydrate Chemistry, vol. 2, Academic Press, New York 1963, p. 65.
- 72 E. Fischer, Ber. Dtsch. Chem. Ges. 22 (1889) 94.
- 73 H. M. Crawford, M. Lumpkin, M. McDonald, J. Am. Chem. Soc. 74 (1952) 4087.
- 74 G. A. Reynolds, J. A. Vanallan, Org. Synth. Coll. 4 (1963) 15.
- 75 J. Q. Chambers, S. Patai (eds.): The Chemistry of the Quinoid Compound, vol. 2, J. Wiley & Sons, New York 1974, p. 737.
- 76 J. Fatiadi, W. F. Sager, Org. Synth. Coll. 5 (1973) 595.
- 77 M. Konieczny, R. G. Harvey, J. Org. Chem. 44 (1979) 4813.
- 78 J. T. Traxler, Synth. Commun. 7 (1977) 161.
- 79 K. Venkataraman: The Chemistry of Synthetic Dyes, vol. 5, Academic Press, London 1971, p. 142.
- 80 Ref. , (2) p. 527.
- 81 J. H. Wagenknecht, J. Org. Chem. 37 (1972) 1513.
- 82 A. O. Bedenbaugh, J. H. Bedenbaugh, W. A. Bergin, J. D. Adkins, J. Am. Chem. Soc. 92 (1970) 5774.
- 83 R. Knorr, P. Löw, P. Hassel, Synthesis 1983, 785.
- 84 K. Haaf, C. Rüchardt, Chem. Ber. 123 (1990) 635.
- 85 M. D. Birkett, A. T. Kuhn, Elektrochim. Acta 21 (1976) 991.
- 86
L. I. Zakharin,
V. V. Gavrilenko,
D. N. Maslin,
I. M. Korlina,
Tetrahedron Lett.
1963,
2087.
10.1016/S0040-4039(01)90974-8 Google Scholar
- 87 E. Winterfeldt, Synthesis 1975, 617.
- 88 J. J. Bloomfield, Tetrahedron Lett. 1968, 591.
- 89 K. Rühlmann, Synthesis 1971, 236.
- 90 K. T. Finley, Chem. Rev. 64 (1964) 573.
- 91 G. L. Baker, S. J. Fritschel, J. R. Stille, J. K. Stille, J. Org. Chem. 46 (1981) 2954.
- 92 M. Brudermüller, H. Musso, Angew. Chem. Int. Ed. Engl. 27 (1988) 298.
- 93 Ref. , (52) p. 20.
- 94 F. Guibe, P. Four, H. Riviere, J. Chem. Soc. Chem. Comm. 1980, 432.
- 95 C. Elschenbroich, A. Salzer; Organometallchemie, Teubner Studienbücher, Stuttgart 1988, p. 285.
- 96 E. Santaniello, C. Farachi, A. Manzocchi, Synthesis 1979, 912.
- 97 G. W. Kabalka, J. D. Baker Jr. G. W. Neal, J. Org. Chem. 42 (1977) 512.
- 98 K. Soai, S. Yokoyama, K. Mochida, Synthesis 1987, 647.
- 99 A. G. M. Barrett in Ref. (8) , p. 241.
- 100 N. Minami, S. Kijima, Chem. Pharm. Bull. 27 (1979) 816.
- 101 J. A. Fehrentz, B. Castro, Synthesis 1983, 676.
- 102 J. Malek, H. Cerny, Synthesis 1972, 217.
- 103 A. J. Birch, J. Cymerman-Craig, M. Slayton, Aust. J. Chem. 8 (1955) 512.
- 104 H. C. Brown, S. C. Kim, S. Krishnamurthy, J. Org. Chem. 45 (1980) 1.
- 105 H. C. Brown, P. Heim, J. Am. Chem. Soc. 86 (1964) 3566.
- 106 B. D. James, Chem. Ind. (London) 1971, 227.
- 107 N. Umino, T. Iwakuma, N. Itoh, Tetrahedron Lett. 1976, 763.
- 108 H. C. Brown, C. P. Garg, J. Am. Chem. Soc. 86 (1964) 1085.
- 109 H. Stephen, J. Chem. Soc. 1925, 1874.
- 110 O. G. Backeberg, B. Staskun, J. Chem. Soc. 1962, 3961.
- 111 S. Pietra, C. Trinchera, Gazz. Chim. Ital. 85 (1955) 1705.
- 112 R. A. Egli, Helv. Chim Acta 53 (1970) 47.
- 113 R. F. Nystrom, W. G. Brown, J. Am. Chem. Soc. 70 (1948) 3738.
- 114 J. Malek, Org. React. (N.Y.) 36 (1988) 249.
- 115 Houben-Weyl, 4th ed., 11/1, 600.
- 116 J. R. Brindle, J. L. Liard, N. Berube, Can. J. Chem. 54 (1976) 871.
- 117 T. Pienemann, H. J. Schäfer, Synthesis 1987, 1005.
- 118 J. H. Billmann, A. C. Diesing, J. Org. Chem. 22 (1957) 1068.
- 119 E. M. Kaiser, Synthesis 1972, 391.
- 120 G. H. Timms, E. Wildsmith, Tetrahedron Lett. 1971, 195.
- 121 G. W. Gribble, R. W. Leiby, M. N. Sheehan, Synthesis 1977, 856.
- 122 R. O. Hutchins et al., Org. Prep. Proced. Int. 16 (1984) 335.
- 123 S. Itsuno, Y. Sakurai, K. Ito, Synthesis 1988, 995.
- 124 S. Dev, Proc. Indian Acad. Sci. 93 (1984) 1015.
- 125 R. Balicki, Synthesis 1989, 645.
- 126 J. P. Dirlam, J. W. MacFarland, J. Org. Chem. 42 (1977) 1360.
- 127 L. Horner, H. Röder, Ber. Dtsch. Chem. Ges. 101 (1968) 4179.
- 128 G. Lunn, E. B. Sansone, L. K. Keefer, Synthesis 1985, 1104.
- 129 L. K. Keefer, G. Lunn, Chem. Rev. 89 (1989) 459.
- 130 B. T. Hayes, T. S. Stevens, J. Chem. Soc. C 1970, 1088.
- 131 W. W. Hartmann, L. J. Roll, Org. Synth. Coll. 2 (1943) 418.
- 132 F. W. Schueler, C. Hauna, J. Am. Chem. Soc. 73 (1951) 4996.
- 133 J. S. Buck, C. W. Ferry, Org. Synth. Coll. 2 (1943) 290.
- 134 Ref. (10) , p. 182.
- 135 A. Calder, A. R. Forrester, S. P. Hepburn, Org. Synth. Coll. 6 (1988) 803.
- 136 P. E. Iversen, T. B. Christensen, Acta Chem. Scand. Ser. B: B 31 (1977) 733.
- 137 B. H. Han, D. H. Shin, S. Y. Cho, Tetrahedron Lett. 1985, 6233.
- 138 A. Hamdan, J. W. F. Wasley, Synth. Commun. 15 (1985) 71.
- 139 H. Ohmori et al., Chem. Pharm. Bull. 32 (1984) 3345.
- 140 S. Ram, R. E. Ehrenkaufer, Tetrahedron Lett. 1984, 3415.
- 141 E. T. McBee, E. Rapkin, J. Am. Chem. Soc. 73 (1951) 1325.
- 142 B. T. Newbold, J. Chem. Soc. 1961, 4260.
- 143 A. McKillop, R. A. Raphael, J. Org. Chem. 35 (1970) 1670.
- 144 G. W. Kabalka, R. S. Varma in Ref. , (8) p. 363.
- 145 H. E. Bigelow, D. B. Robinson, Org. Synth. Coll. 3 (1955) 103.
- 146 Ref. (10) , p. 72.
- 147 J. E. Kmiecik, J. Org. Chem. 30 (1965) 2014.
- 148 S. Uchida, K. Yanada, H. Yamaguchi, H. Meguri, Chem. Lett. 1986, 1069.
- 149 F. D. Bellamy, K. Ou, Tetrahedron Lett. 1984, 839.
- 150 Ref. (10) , p. 73.
- 151
B. T. Newbold in
S. Patai (ed.):
The Chemistry of the Hydrazo-, Azo- and Azoxygroup,
J. Wiley & Son,
New York
1975,
p. 599.
10.1002/0470023414.ch15 Google Scholar
- 152 F. G. Thomas, K. G. Boto in Ref. (151) , p. 443.
- 153
N. Kambe,
K. Kondo,
N. Sonoda,
Angew. Chem. Int. Ed. Engl.
19
(1980)
1009.
10.1002/anie.198010091 Google Scholar
- 154 J. W. Hamersma, E. I. Snyder, J. Org. Chem. 30 (1965) 3985.
- 155 Ref. (10) , p. 95.
- 156 T. L. Ho, G. A. Olah, Synthesis 1985, 1104.
- 157 Ref. (65) , pp. 129 ff.
- 158 T. L. Gilchrist in Ref. (8) , p. 381.
- 159 Ref. (10) , p. 75.
- 160
E. König,
H. Musso,
U. I. Zahorsky,
Angew. Chemie
84
(1972)
33.
10.1002/ange.19720840112 Google Scholar
- 161 T. Hirabe, M. Nojima, S. Kusabajashi, J. Org. Chem. 49 (1984) 4084.
- 162 Ref. (10) , pp. 90 ff.
- 163 S. W. McCombie in Ref. (8) , p. 826.
- 164 P. Caubere, P. Coutrot in Ref. (8) , p. 860.
- 165 J. B. Hendrickson, R. Bergeron, Tetrahedron Lett. 1970, 345.
- 166 T. H. Chan, J. P. Montillier, W. F. Van Horn, D. N. Harpp, J. Am. Chem. Soc. 92 (1970) 7224.
- 167 W. A. Sheppard, Org. Synth. Coll. 5 (1973) 843.
- 168 A. Furst, R. C. Berlo, S. Hooton, Chem. Rev. 65 (1965) 51.
- 169 Houben-Weyl, 4th ed., 9, 539.
- 170 I. W. J. Still, S. Szilagyi, Synth. Commun. 9 (1979) 923.
- 171 F. G. Bordwell, W. H. McKellin, J. Am. Chem. Soc. 73 (1951) 2251.
- 172 J. N. Gardner, S. Kaiser, A. Krubiner, H. Lucas, Can. J. Chem. 51 (1973) 1419.
- 173
J. Bremner,
M. Julia,
M. Launay,
J. P. Stacino,
Tetrahedron Lett.
1982,
3265.
10.1016/S0040-4039(00)87587-5 Google Scholar
- 174
T. G. Back,
J. R. Proudfoot,
C. Djerassi,
Tetrahedron Lett.
1986,
2187.
10.1016/S0040-4039(00)84483-4 Google Scholar
- 175 K. Sato et al., J. Chem. Soc. Perkin Trans. 1 1981, 761.
- 176 W. E. Truce, F. M. Perry, J. Org. Chem. 30 (1965) 1316.
- 177 G. A. Olah, G. K. Prakash, T. L. Ho, Synthesis 1976, 810.
- 178 T. L. Ho, C. M. Wong, Synthesis 1973, 206.
- 179 J. Drabowicz, S. Oae, Synthesis 1977, 404.
- 180 G. H. Posner et al., J. Org. Chem. 46 (1981) 5244.
- 181 L. L. Klein, M. S. Shanklin, J. Org. Chem. 53 (1988) 5202.
- 182 P. Caubere, P. Coutrot in Ref. (8) , p. 843.
- 183 S. N. Matai, P. Spevac, M. P. Singh, R. G. Micetich, Synth. Commun. 18 (1988) 575.
- 184 A. Ookawa, S. Yokoyama, K. Soai, Synth. Commun. 16 (1986) 819.
- 185 H. Suzuki, N. Sato, Chem. Lett. 1981, 267.
- 186 S. C. Shim, S. Antebi, H. Alper, Tetrahedron Lett. 1985, 1935.
- 187 W. P. Neumann, Synthesis 1987, 665.
- 188 H. Gerischer, C. W. Tobias (eds.): Advances in Electrochemical Science and Engineering, vol. 1, VCH Verlagsgesellschaft, Weinheim 1990.
- 189
H. Kolbe,
Justus Liebigs Ann. Chem.
69
(1849)
257.
10.1002/jlac.18490690302 Google Scholar
- 190 F. Fichter, Organische Elektrochemie, Verlag Steinkopf, Dresden 1942.
- 191 M. M. Baizer, J. Electrochem. Soc. 111 (1964) 215.
- 192 M. M. Baizer, Chem. Eng. (N.Y.) 72 (1965) 238.
- 193 H. J. Schäfer, Kontakte (Darmstadt) 1987, no. 2, 17;1987, no. 3, 37.
- 194 R. Jansson, Chem, Eng. News (1984) Nov. 19, 43.
- 195 M. F. Semmelhack, R. J. DeFranco, J. Stock, Tetrahedron Lett. 1972, 1371.
- 196 R. N. Renaud, Can. J. Chem. 1974, 376.
- 197 A. J. Fry, Aldrichimica Acta 26 (1993) 3.
- 198 Johnson Matthey Royston, The Catalytic Reaction Guide, Product Information, 1991.
- 199 H. Werner, Angew. Chem. 102 (1990) 1109.
- 200
D. Wöhrle,
Nachr. Chem. Tech. Lab.
39
(1991)
1256.
10.1002/nadc.19910391107 Google Scholar
- 201 Ref. (95) , p. 502.
- 202 E. C. Ashby, S. A. Noding, J. Org. Chem. 45 (1980) 1041.
- 203 R. Vanderesse, J. J. Brunet, P. Caubere, J. Org. Chem. 46 (1981) 1270, and references cited therein for various activators and possible reduction reactions.
- 204 R. Pi et al., J. Org. Chem. 52 (1987) 4299.
- 205 Ref. (206) , p. 5.
- 206 E. C. Ashby, J. J. Lin, A. B. Goel, J. Org. Chem. 43 (1978) 1560, 1564.
- 207 H. C. Brown, J. B. Campbell Jr., Aldrichimica Acta 14 (1981) 3.
- 208 H. C. Brown, U. S. Racherla, Tetrahedron Lett. 1985, 2187.
- 209 G. W. Kabalka, Aldrichimica Acta 19 (1986) 11.
- 210 J. H. Brewster, Aldrichimica Acta 20 (1987) 3.
- 211 M. Srebnik, P. V. Ramachandran, Aldrichimica Acta 20 (1987) 9.
- 212 C. F. Lane, Chem. Rev. 76 (1976) 773.
- 213 C. F. Lane, Aldrichimica Acta 10 (1977) 3.
- 214 J. Mulzer et al. (eds.): “Boron: Reagents for Stereoselectiv Syntheses,” in Organic Synthesis Highlights, VCH Verlagsgesellschaft, Weinheim 1991, p. 33.
- 215 H. C. Brown, C. D. Blue, D. J. Nelson, N. G. Bhat, J. Org. Chem. 54 (1989) 6064.
- 216 H. C. Brown, S. Krishnamurthy, N. M. Yoon, J. Org. Chem. 41 (1976) 1778.
- 217 R. K. Dhar, Aldrichimica Acta 29 (1994 ) 43.
- 218 J. V. B. Kanth, M. Periasamy, J. Chem. Soc. Chem. Commun. 1990, 1145.
- 219 O. Kriz, Z. Plzak, J. Plesek, Collect. Czech. Chem. Commun. 55 (1990) 2956.
- 220 M. D. Bormann, I. C. GUCH, M. DiMARE, J. Org. Chem. 60 (1995) 5995.
- 221 G. W. Kabalka, Org. Prep. Proced. Int. 9 (1977) 131.
- 222 U. Wietelmann, Janssen Chimica Acta 10 (1992) 16.
- 223 D. A. Evans, A. H. Hoveyda, J. Org. Chem. 55 (1990) 5190.
- 224 C. Einhorn, J. Einhorn, J. L. Luche, Chem. Rev. 89 (1989) 787.
- 225 D. N. Kursanov, Z. N. Parnes, N. M. Loim, Synthesis 1974, 633.
- 226 “Hydrosilierung” in Ref. (95)
- 227 A. Kürzinger: “Asymmetrische Hydrosilylierung von Ketonen und Alkaloidvorläufern mit Rhodium/Thiazolidin-Komplexen,” Dissertation, Universität Regensburg 1987.
- 228 M. Fujita, T. Hiyama, J. Am. Chem. Soc. 106 (1984) 4629.
- 229 G. A. Kraus et al., J. Org. Chem. 46 (1981) 2417.
- 230 J. Pataki, R. G. Harvey, J. Org. Chem. 52 (1987) 2226.
- 231 J. Nakayama, M. Yoshida, O. Simamura, Tetrahedron 26 (1970) 4609.
- 232
M. Oba,
Tetrahedron
50
(1994)
10 193.
10.1016/S0040-4020(01)81751-8 Google Scholar
- 233 G. Büchi, H. Wuest, J. Org. Chem. 44 (1979) 546.
- 234
Y. Guindon
et al.,
Tetrahedron Lett.
1991,
27.
10.1016/S0040-4039(00)71209-3 Google Scholar
- 235 T. Ando, T. Ishihara, E. Ohtani, H. Sawada, J. Org. Chem. 46 (1981) 4446.
- 236 B. Giese: Radicals in Organic Synthesis, Organic Chemistry Series, vol. 5, Pergamon Press, Oxford 1986.
- 237 N. A. Porter, D. R. Magnin, B. T. Wright, J. Am. Chem. Soc. 108 (1986) 2787.
- 238 T. Kametani, T. Honda, Heterocycles 19 (1982) 1861.
- 239 U. Gerigk et al., Synthesis 1990, 448.
- 240 The selectivity is demonstrated in G. Carrara et al., J. Am. Chem. Soc. 76 (1954) 4391. The reduction of an aldehyde to the alcohol takes place in the presence of a nitrogroup, a C – C double bond, a thiophene ring, and a halide-group.
- 241 J. R. Luly et al., J. Org. Chem. 52 (1987) 1487.
- 242 A. Giannis, K. Sandhoff, Angew. Chem. Int. Ed. Engl. 28 (1989) 218, and references cited therein.
- 243 R. Dharanipragada, A. Alarcon, V. Hruby, Org. Prep. Proced. Int. 23 (1991) 396.
- 244 H. Kotsuki, Y. Ushio, N. Yoshimura, M. Ochi, J. Org. Chem. 52 (1987) 2594, and references cited therein.
- 245 P. Crabbe, G. A. Garcia, C. Ruis, J. Chem. Soc. Perkin Trans. 1: 1973, 810.
- 246 Ref. (259) , pp. 1 b, 1 c, 1 u, 1 cc.
- 247 M. Narisada, I. Horibe, F. Watanabe, K. Takeda, J. Org. Chem. 54 (1989) 5308.
- 248 C. A. Brown, V. K. Ahuja, J. Chem. Soc. Chem. Commun. 1973, 553.
- 249 S. Itsuno, Y. Sakurai, K. Shimizu, K. Ito, J. Chem. Soc. Perkin Trans 1 : 1990, 1859.
- 250 C. P. Cartaya-Martin, M. A. Rissolo, Synth. Commun. 21 (1991) 951.
- 251 J. V. B. Kanth, M. Periasamy, J. Org. Chem. 56 (1991) 5964.
- 252 R. Kawecki, L. Kozerski, Z. Urbanczyk-Lipkowska, G. Bocelli, J. Chem. Soc. Perkin Trans. 1, 1991, 2255.
- 253 G. Verardo, A. G. Giumanini, G. Favret, P. Strazzolini, Synthesis 1991, 447.
- 254 Y. Hamada et al., J. Org. Chem. 52 (1987) 1252.
- 255 S. Yoo, S. Lee, Synlett 1990, 419.
- 256 H. C. Brown, C. A. Brown, J. Am. Chem. Soc. 85 (1965) 1005.
- 257 T. E. A. Nieminen, T. A. Hase, Tetrahedron Lett. 1987, 4725.
- 258 J. H. Choi, D. W. Kim, S. C. Shim, Tetrahedron Lett. 1986, 1157.
- 259 D. E. Ward, C. K. Rhee, Synth. Commun. 18 (1988) 1927.
- 260 R. O. Hutchins, N. R. Natale, Org. Prep. Proced. Int. 11 (1979) 201.
- 261 D. A. Evans, K. T. Chapman, Tetrahedron Lett. 1986, 5939.
- 262 R. O. Hutchins, M. Kacher, L. Rua, J. Org. Chem. 40 (1975) 923.
- 263 J. L. Wood, D. R. Jones, R. Hirschmann, A. B. Smith, Tetrahedron Lett. 1990, 6329.
- 264 R. J. Mattson, K. M. Pham, D. J. Leuck, K. A. Cowen, J. Org. Chem. 55 (1990) 2552.
- 265 C. K. Lau et al., J. Org. Chem. 51 (1986) 3038.
- 266 D. A. Evans, K. T. Chapman, E. M. Carreira, J. Am. Chem. Soc. 110 (1988) 3560.
- 267 D. A. Evans, J. A. Gauchet-Prunet, E. M. Carreira, A. B. Charette, J. Org. Chem. 56 (1991) 741.
- 268 P. von Matt, A. Pfaltz, Tetrahedron Asymmetry 1991, 691.
- 269 Merck Index 11, 351.
- 270 P. Nayler, M. C. Whiting, J. Chem. Soc. 1954, 4006.
- 271 H. R. Pfaendler, F. K. Maier, S. Klar, J. Am. Chem. Soc. 108 (1986) 1338.
- 272 J. H. Brewster, H. O. Bayer, S. F. Osman, J. Org. Chem. 29 (1964) 110.
- 273 N. Shimizu, K. Watanabe, Y. Tsuno, Chem. Lett. 1983, 1877.
- 274 F. Tellier, R. Sauvetre, J. F. Normant, “Depending on the reducing agent (LiAlH4 or NaBH4), fluorinated allyl alcohols give different dehydrogenation products,” Tetrahedron Lett. 1987, 3335.
- 275 T. Imamoto, T. Takeyama, T. Kusomoto, Chem. Lett. 1985, 1491.
- 276 Y. Mori, M. Kuhara, A. Takeuchi, M. Suzuki, Tetrahedron Lett. 1988, 5419.
- 277 C. Bilger, R. Royer, P. Demerseman, Synthesis 1988, 902.
- 278 J. Powell, N. James, S. J. Smith, Synthesis 1986, 338.
- 279 G. Zweifel, G. R. Hahn, T. M. Shoup, J. Org. Chem. 52 (1987) 5486.
- 280 E. M. Marlett, W. S. Park, J. Org. Chem. 55 (1990) 2968.
- 281 Y. Tamai, S. Koike, S. Ogura, S. Miyano, J. Chem. Soc. Chem. Commun. 1991, 799.
- 282 M. Cherest, H. Felkin, N. Prudent, Tetrahedron Lett. 1968, 2199.
- 283 S. Nagahara, T. Uchimoto, W. Yano, Y. Doi, Nippon Kagaku Kaishi 1985, 2246; Chem. Abstr. 105 (1986) 23798.
- 284 J. F. Le Marechal, M. Ephritikhine, G. J. Folcher, J. Organomet. Chem. 309 (1986) C 1.
- 285 S. Kim, K. H. Ahn, J. Org. Chem. 49 (1984) 1717.
- 286 S. Kim, K. H. Ahn, Y. W. Chung, J. Org. Chem. 47 (1982) 4581.
- 287 S. Krishnamurthy, J. Org. Chem. 46 (1981) 4628.
- 288 Ethyl Corporation, US 4 474 743, 1984 (E. M. Marlett).
- 289 E. H. Gold, E. Babad, J. Org. Chem. 37 (1972) 2208.
- 290 T. K. Jones, S. E. Denmark, Org. Synth. Coll. 64 (1986) 182.
- 291 Y. Gao, K. B. Sharpless, J. Org. Chem. 53 (1988) 4081.
- 292 S. A. Bezman, M. R. Churchill, J. A. Osborn, J. Wormald, J. Am. Chem. Soc. 93 (1971) 2063.
- 293 W. S. Mahoney, D. M. Brestensky, J. M. Stryker, J. Am. Chem. Soc. 110 (1988) 291.
- 294 D. M. Brestensky, J. M. Stryker, Tetrahedron Lett. 1989, 5677.
- 295 J. F. Daeuble, C. McGettigan, J. M. Stryker, Tetrahedron Lett. 1990, 2387.
- 296 W. S. Mahoney, J. M. Stryker, J. Am. Chem. Soc. 111 (1989) 8818.
- 297 H. des Abbayes, New. J. Chem. 11 (1987) 535.
- 298 H. Alper, D. des Roches, Tetrahedron Lett. 1977, 4155.
- 299 H. Alper, E. C. H. Keung, Tetrahedron Lett. 1970, 53.
- 300 R. Noyori, I. Umeda, T. Ishigami, J. Org. Chem. 37 (1972) 1542.
- 301 S. J. Nelson, G. Detre, M. Tanabe, Tetrahedron Lett. 1973, 447.
- 302 R. W. Goetz, M. Orchin, J. Am. Chem. Soc. 85 (1963) 2782.
- 303 G. P. Boldrini, A. Umani-Ronchi, Synthesis 1976, 596.
- 304 H. Alper, Pure Appl. Chem. 52 (1980) 607.
- 305 R. Noyori et al., J. Am. Chem. Soc. 100 (1978) 1759.
- 306 Ref. (52) , p. 11 and references cited therein.
- 307 A. L. Wilds, N. A. Nelson, J. Am. Chem. Soc. 75 (1953) 5360.
- 308
P. Q. Huang,
S. Arseniyadis,
H. P. Husson,
Tetrahedron Lett.
1987,
547.
10.1016/S0040-4039(00)95778-2 Google Scholar
- 309 G. Mehta, S. Padma, J. Am. Chem. Soc. 109 (1987) 7230.
- 310 Ref. (95) , p. 31.
- 311
E. E. Van Tamelen,
J. G. Carlson,
R. K. Russel,
S. R. Zawacky,
J. Am. Chem. Soc.
103
(1981)
4615.
10.1021/ja00405a069 Google Scholar
- 312 S. K. Pradhan, Tetrahedron 42 (1986) 6351.
- 313 R. R. Chambers, C. J. Collins, B. E. Maxwell, J. Org. Chem. 50 (1985) 4960.
- 314 Ref. (52) , p. 20.
- 315 Ref. (52) , p. 174.
- 316 G. Solladie, A. Urbano, G. B. Stone, Synlett 1993, 548.
- 317 T. Oshawa, T. Takagaki, A. Haneda, T. Oishi, Tetrahedron Lett. 1981, 2583.
- 318
T. Ohsawa
et al.,
Tetrahedron Lett.
1985,
6103.
10.1016/S0040-4039(00)95137-2 Google Scholar
- 319 Ref. (96) , p. 49.
- 320 M. G. Zagorski, R. G. Salomon, J. Am. Chem. Soc. 106 (1984) 1750.
- 321 M. D. Rausch, Chem. Rev. 57 (1957) 417.
- 322 C. Dominguez, A. G. Csaky, J. Plumet, Tetrahedron Lett. 1991, 4183.
- 323 T. Ohno, Y. Ishino, Y. Tsumagari, I. Nishiguchi, J. Org. Chem. 60 (1995) 458.
- 324 Merck Index vol. 11, p. 1642.
- 325 J. R. Hwu et al., J. Org. Chem. 51 (1986) 4731.
- 326 J. H. Chapman, J. Elks, G. H. Philipps, L. J. Wyman, J. Chem. Soc. 1956, 4344.
- 327 A. W. Burgstahler, R. E. Sticker, Tetrahedron 24 (1968) 2435.
- 328 R. A. Benkeser, A. Rappa, L. A. Wolsieffer, J. Org. Chem. 51 (1986) 3391.
- 329
H. Neunhöfer,
G. Köhler,
Tetrahedron Lett.
1978,
4879.
10.1016/S0040-4039(01)85759-2 Google Scholar
- 330 R. A. Benkeser, J. A. Laugal, A. Rappa, Tetrahedron Lett. 1984, 2089.
- 331 R. A. Benkeser, F. G. Belmonte, J. Kang, J. Org. Chem. 48 (1983) 2796.
- 332 A. A. P. Schreibmann, Tetrahedron Lett. 1970, 4271.
- 333 L. F. Fieser, M. Fieser: Reagents for Organic Synthesis, vol. 1 – 16, J. Wiley & Sons, New York 1967 –1992.
- 334 M. F. Asaro, I. Nakayama, R. B. Wilson Jr., J. Org. Chem. 57 (1992) 778.
- 335 J. P. Schaefer, J. Org. Chem. 25 (1960) 2027.
- 336 J. Nokami, J. Otera, T. Sudo, R. Okawara, Organometallics 2 (1983) 191.
- 337 J. Nokami, S. Wakabayashi, R. Okawara, Chem. Lett. 1984, 869.
- 338 J. M. Coxon, S. J. Van Eyk, P. J. Steel, Tetrahedron 45 (1989) 1029.
- 339 C. Petrier, J. Einhorn, J. L. Luche, Tetrahedron Lett. 1985, 1449.
- 340 A. Courtin, Helv. Chim. Acta 62 (1980) 2280.
- 341 D. C. Owsley, J. J. Bloomfield, Synthesis 1977, 118.
- 342 D. W. Hall, E. Hurley Jr., Can. J. Chem. 47 (1969) 1238.
- 343
E. Clemmenson,
Ber. Dtsch. Chem. Ges.
46
(1913)
1837.
10.1002/cber.19130460292 Google Scholar
- 344 E. Vedejs, Org. React. (N.Y.) 22 (1975) 401.
- 345 M. W. Rathke, Org. React. (N.Y.) 22 (1975) 423.
- 346 R. D. Rieke, S. J. Uhm, Synthesis 1975, 452.
- 347 H. E. Simmons, T. L. Cairns, S. A. Vladuchick, C. M. Hoiness, Org. React. (N.Y.) 20 (1973) 1.
- 348 S. Chandrasekaran, J. V. Turner, Tetrahedron Lett. 1982, 3799.
- 349 W. N. Chou, D. L. Clark, J. B. White, Tetrahedron Lett. 1991, 299.
- 350 For the activation of Zn with acids, KCN, Cu,Cu – Ag or Hg, see Refs. 4 – 8 in (349)
- 351 S. Murai, T. Murai, S. Kato in Ref. (9) , p. 871.
- 352 A. Fischli, Helv. Chim. Acta 61 (1978) 2560.
- 353
C. Petrier,
J. L. Luche,
Tetrahedron Lett.
1987,
2347.
10.1016/S0040-4039(00)96120-3 Google Scholar
- 354
C. Petrier,
J. L. Luche,
S. Lavaitte,
C. Morat,
J. Org. Chem.
54
(1989)
5313 and references therein.
10.1021/jo00283a026 Google Scholar
- 355 J. Nasielski, A. Standaert, R. Nasielski-Hinkens, Synth. Commun. 21 (1991) 901.
- 356 A. Lubineau, J. Auge, Y. Queneau, Synthesis 1994, 741.
- 357 A. Kumar, R. V. Salunkhe, R. A. Rane, S. Y. Dike, J. Chem. Soc. Chem. Commun. 1991, 485.
- 358 Ref. (52) , p. 172 and references cited therein.
- 359 K. Senokuchi et al., Synlett 1994, 343.
- 360 G. Lunn, E. B. Sansone, J. Org. Chem. 51 (1986) 513.
- 361 H. Hauptmann, W. F. Walter, Chem. Rev. 62 (1962) 347.
- 362 S. Inaba, R. M. Wehmeyer, M. W. Forkner, R. D. Rieke, J. Org. Chem. 53 (1988) 339.
- 363 D. Savoia, E. Tagliavini, C. Trombini, A. Umani-Ronchi, J. Org. Chem. 46 (1981) 5340.
- 364 M. F. Semmelhack et al., J. Am. Chem. Soc. 103 (1981) 6460.
- 365 W. T. Smith Jr., J. Am. Chem. Soc. 71 (1949) 2855.
- 366 R. D. Rieke, R. M. Wehmeyer, T. C. Wu, G. W. Ebert, Tetrahedron 45 (1989) 443.
- 367 T. Saegusa, Y. Ito, Synthesis 1975, 291.
- 368 A. Ballatore, M. P. Crozet, J. M. Surzur, Tetrahedron Lett. 1979, 3073.
- 369 R. G. Linck, Med. Tech. Publ., Inorg. Chem. Ser.1/9, 340, Butterworth, London 1972.
- 370 D. Lenoir, Synthesis 1989, 883.
- 371 P. W. Chum, S. E. Wilson, Tetrahedron Lett. 1976, 15.
- 372 J. E. McMurry, T. Hoz, J. Org. Chem. 40 (1975) 3797.
- 373 G. A. Olah, G. K. S. Prakash, Synthesis 1976, 607.
- 374 T. L. Ho, Synthesis 1979, 1.
- 375 H. Ishikawa, T. Mukaiyama, Bull. Chem. Soc. Jap. 51 (1978) 2059.
- 376 T. Inokuchi, H. Kawafuchi, S. Torii, Chem. Lett. 1992, 1895.
- 377 Y. Kataoka, I. Makihira, H. Akiyama, K. Tani, Tetrahedron Lett. 1995, 6495.
- 378 T. Inokuchi, H. Kawafuchi, S. Torii, J. Org. Chem. 56 (1991) 4983.
- 379 P. M. Takahara, J. H. Freudenberger, A. W. Konradi, S. F. Pedersen, Tetrahedron Lett. 1989, 7177.
- 380 R. Annunziata et al., Tetrahedron 1991, 5737.
- 381 J. Park, S. F. Pedersen, Tetrahedron 1992, 2069.
- 382 B. Kammermeier et al., Chem. Eur. J. 1996, 307 and references cited therein.
- 383 M. SATO, K. Oshima, Chem Lett. 1982, 157.
- 384 J. Szymoniak, J. Besancon, C. Moise, Tetrahedron 1994, 2841.
- 385 B. Kammermeier et al., Angew. Chem. Int. Ed. Engl. 33 (1994) 685.
- 386 J. Szymoniak, J. Besancon, C. Moise, Tetrahedron 1992, 3867.
- 387 E. J. Roskamp, S. F. Pedersen, J. Am. Chem. Soc. 109 (1987) 6551.
- 388 E. J. Roskamp, S. F. Pedersen, J. Am. Chem. Soc. 109 (1987) 3152
- 389 Y. Kataoka et al. J. Org. Chem. 57 (1992) 1615.
- 390 Ref. (65) , p. 119.
- 391 J. J. Brunet, P. Caubere, Tetrahedron Lett. 1977, 3947 and references cited therein.
- 392 E. E. Van Tamelen, H. Rudler, C. Bjorklund, J. Am. Chem. Soc. 93 (1971) 7113.
- 393 G. A. Molander, C. R. Harris, Chem. Rev. 96 (1996) 307.
- 394
T. Hamamoto,
Y. Sugimoto,
A. Sugino,
J. Inanaga,
Synlett
1994,
377.
10.1055/s-1994-22861 Google Scholar
- 395 R. W. Marshman, Aldrichimica Acta 28 (1995) 77.
- 396 J. A. Soderquist, Aldrichimica Acta 24 (1991) 1.
- 397 M. Sekiguchi et al., Heteroat. Chem. Int. conf. 2nd 1991, 427.
- 398 J. Collin, C. Bied, H. B. Kagan, Tetrahedron Lett. 1991, 629.
- 399 T. Kan, F. Matsuda, M. Yanagiya, H. Shirahama, Synlett 1991, 391.
- 400
T. HAMAMOTO,
Y. SUGIMOTO,
A. SUGINO,
J. INANAGA,
Synlett
1994,
377.
10.1055/s-1994-22861 Google Scholar
- 401 R. W. MARSHMAN, Aldrichimica Acta 28 (1995) 77.
- 402 H. H. Hodgson, H. S. Turner, J. Chem. Soc. 1948, 318.
- 403 Merck Index vol. 11, p. 4729.
- 404 D. Huber, G. Andermann, G. Leclerc, Tetrahedron Lett. 1988, 635.
- 405 T. E. Nickson, J. Org. Chem. 51 (1986) 3903.
- 406 Ref. (65) , pp. 127 ff.
- 407 K. Fujimori, H. Yoshimoto, S. Oae, Tetrahedron Lett. 1979, 4397.
- 408 R. Budziarek, Chem. Ind. (London) 1978, 583.
- 409 H. Suzuki, H. Manabe, M. Inouye, Chem. Lett. 1985, 1671.
- 410 Ref. (65) , p. 121.
- 411
R. Sangaiah,
A. Golg,
J. Org. Chem.
52
(1987)
3205.
10.1021/jo00391a006 Google Scholar
- 412 Ref. (52) , p. 8.
- 413 D. J. Pasto in Ref. (8) , p. 471.
- 414 W. Adam, H. J. Eggelte, J. Org. Chem. 42 (1977) 3987.
- 415 N. S. Kozlov, V. A. Soshin, Chem. Abstr. 66 (1967) 2290 k.
- 416 M. G. Sarngadharan, T. R. Seshadri, Indian J. Chem. 4 (1966) 503.
- 417 Y. Shigemasa et al., Chem. Express 6 (1991) 849.
- 418 Lancaster Synthesis Ltd., Lancaster Catalogue, 1988.
- 419 M. Brink, Synthesis 1975, 807.
- 420 S. K. Boyer, J. Bach, J. McKenna, E. Jagdmann Jr., J. Org. Chem. 50 (1985) 3408.
- 421 W. E. Parham, Y. A. Sayed, Synthesis 1976, 116.
- 422 G. D. Pandey, K. P. Tiwari, Synth. Commun. 9 (1979) 895.
- 423 C. T. Ratcliffe, G. Pap, J. Chem. Soc. Chem. Commun. 1980, 260.
- 424 M. Akazome, T. Kondo, Y. Watanabe, J. Chem. Soc. Chem. Commun. 1991, 1466.
- 425 Chem. Week 121 (1977) Nov. 9, 57.
- 426 H. W. Gibson, Chem. Rev. 69 (1969) 673.
- 427 T. Van Es, B. Staskun, Org. Synth. 51 (1971) 20.
- 428 Ref. (53) , p. 102.
- 429 A. C. Cope, W. D. Burrows, J. Org. Chem. 31 (1966) 3099.
- 430 T. Okano, Y. Moriyama, H. Konishi, J. Kiji, Chem. Lett. 1986, 1463.
- 431 R. M. Kellogg in Ref. (8) , p. 79.
- 432 M. G. Romanelli, E. I. Becker, Org. Synth. 47 (1967) 69.
- 433 K. Schank, Synthesis 1972, 176.
- 434 V. Hach, J. Org. Chem. 38 (1973) 293.
- 435 I. Shimao, Nippon Kagaku Kaishi 1974, 515.
- 436 I. D. Entwistle, W. W. Wood in Ref. (8) , p. 977.
- 437 S. G. Cohen, G. H. Parson, Chem. Rev. 73 (1973) 141.
- 438 F. W. Hoffmann, R. J. Ess, T. C. Simmons, R. S. Hanzel, J. Am. Chem. Soc. 78 (1956) 6414.
- 439 O. P. Ward, C. S. Young, Enzyme Microb. Technol. 12 (1990) 482.
- 440 S. Ghisla, P. Kroneck, Nachr. Chem. Tech. Lab. 39 (1991) 834.
- 441 H. Simon et al., Angew. Chem. 97 (1985) 541.
- 442
H. U. Reißig,
Nachr. Chem. Tech. Lab.
34
(1986)
782.
10.1002/nadc.19860341006 Google Scholar
- 443 S. Servi, Synthesis 1990, 1.
- 444 J. B. Jones, Tetrahedron 42 (1986) 3351.
- 445 J. S. Dordick, Enzyme Microb. Technol. 11 (1989) 194.
- 446 N. J. Turner, Chem. Ind. 1994, 592.
- 447 P. Besse, H. Veschambre, M. Dickmann, R. Chenevert, J. Org. Chem. 59 (1994) 8288.
- 448 J. B. Jones, Aldrichimica Acta 26 (1993) 105.
- 449 H. Sies, Angew. Chem. 98 (1986) 1061.
- 450 F. Schnitger, Selecta 34 (1992) 18.
- 451 G. Beck, A. Bergman, K. Keßeler, G. Wess, Tetrahedron Lett. 1990, 7293.
- 452 International Conference on Antioxidant Vitamins and β-Carotene in Disease Prevention, London 1989.
- 453 H. K. Biesalski, Münch. med. Wschr. 138 (1996) 315.
- 454 H. B. Stähelin, Münch. med. Wschr. 138 (1996) 321.
- 455 U. Müller, J. Krieglstein, Deutsche Apotheker Zeitung 134 (1994) 1677.
- 456 A. Zittermann, B. Kling-Steines, Deutsche Apotheker Zeitung 134 (1994) 2991.
- 457 B. Hellwig, Deutsche Apotheker Zeitung 136 (1996) 269.
- 458 Y. C. Liu, Z. L. Liu, Z. X. Han, Rev. Chem. Intermed. 10 (1989) 269.
- 459 R. C. Mordi, Chem. Ind. 1993, 79.
- 460 R. Bitsch, Naturw. Rdsch 49 (1996) 47.
- 461 D. Harman, J. Gerontol. 11 (1956) 298.
- 462 H. D. Osiewacz, Biol. Unserer Zeit 25 (1995) 336.
- 463 R. S. Sohal, R. Weindruch, Science 273 (1996) 59.
- 464 K. Hensley, et al. Proc. Natl. Acad. Sci. USA 91 (1994) 3270.
- 465 S. Borman, Chem. Eng. News April 18, 1984 4.
- 466 Chem. Ind. 1994, 286.
- 467 T. Thomas, et al., Nature 380 (1996) 168.
- 468 E. Block, Angew. Chem. 104 (1992) 1158.
- 469 H. Isensee, B. Rietz, R. Jacob, Arzneim-Forsch./Drug Res. 43(I) (1993) 94.
- 470 F. Freeman, B.-G. Huang, R. I-San Lin, J. Org. Chem. 59 (1994) 3227.
- 471 G. G. Börger, W. Hüning, M. Schwetzer, Chem. Ing. Tech. 50 (1978) 439.
- 472 E. Herrmann, W. Weiweiler, Chemie-Ingenieur-Technik 64 (1992) 232.
- 473 P. Necker, Haus Tech. Vortragsveroeff. 500 (1986) 50.
- 474 R. Hamann: Thermo- Prozess- und Abfalltechnik, 2nd ed. Vulkan-Verlag, Classen 1988 p. 289.
- 475 G. Maletz, C. Baemler, Forschungsbericht der Sued Chemie, München 1985.
- 476 “Katalytische Beseitigung von Stickoxiden aus Abgasen,” Industrie-Anzeiger 106 (1984) 26.
- 477 J. Jacobs, VGB-Kraftwerkstechnik 61 (1981) 214.
- 478 E. W. Haltiner, Umweltmagazin 21 (1992) 34.
- 479 M. J. Kline, Y.C. Lee, P. H. Owen, Environmental Protection Agency, Washington D.C. 1976, EPA 600/7–76 031.
- 480 “Entstickung durch Hochspannung,” GIT Fachz. Lab. 36 (1992) IV.
- 481 G. Lepperhoff, J. Schommers, Motortechnische Zeitschrift 49 (1988) 17.
- 482 U. Kircher, Verminderung der Schadstoffemission, Vulkan-Verlag, Classen 1993, p. 5.
- 483 G. Maletz, Forschungsbericht der Sued Chemie, München 1984.
- 484 V. A. Golodov, Koord. Khim. 18 (1992) 750.
Further Reading
-
P. G. Andersson,
I. J. Munslow (eds.):
Modern Reduction Methods,
Wiley-VCH,
Weinheim
2008.
10.1002/9783527622115 Google Scholar
- J.-E. Bäckvall: Modern Oxidation Methods, Wiley-VCH, Weinheim 2006.
-
H.-U. Blaser,
H.-J. Federsel:
Asymmetric Catalysis on Industrial Scale,
2nd ed.,
Wiley-VCH,
Weinheim
2010.
10.1002/9783527630639 Google Scholar
- B. H. Davis, M. Ocelli (eds.): Fischer-Tropsch Synthesis, Catalysts and Catalysis, Elsevier, Amsterdam 2007.
- E. Klabunovskii, G. V. Smith, Á. Zsigmond: Heterogeneous Enantioselective Hydrogenation, Springer, Dordrecht 2006.
- G. L. Larson, J. L. Fry: Ionic and Organometallic-Catalyzed Organosilane Reductions, Wiley 2010.
-
B. Marciniec (ed.):
Hydrosilylation,
Springer,
Dordrecht
2009.
10.1007/978-1-4020-8172-9 Google Scholar
-
T. C. Nugent (ed.):
Chiral Amine Synthesis,
Wiley-VCH,
Weinheim
2010.
10.1002/9783527629541 Google Scholar
- S. Torii: Electroorganic Reduction Synthesis, Wiley-VCH, Weinheim 2006.
- J. G. Vries, C. J. Elsevier (eds.): The Handbook of Homogeneous Hydrogenation, Wiley-VCH, Weinheim 2007.
