Reactions of tris(methylsenleno)borane-SnCl₄ with alkenes 1a–g gave α,β-bis(methylseleno)alkanes 2a–g, stereospecifically, and reactions with 1,3-dienes 1i–k afforded α,β-bis(methylseleno)alk-2-enes 2i–k, regioselectively.

References

1 D. L. J. Clive, S. M. Menchen, J. Org. Chem., 44, 1979, 4279.
10.1021/jo01338a013
CAS Web of Science® Google Scholar
2 A. Cravador, A. Krief, Tetrahedron Lett., 22, 1981, 2491;
10.1016/S0040-4039(01)92941-7
CAS Web of Science® Google Scholar
T. Kataoka, M. Yoshimatsu, H. Shimizu, Y. Kawase, M. Hori, Heterocycles, 31, 1990, 889.
10.3987/COM-90-5358
CAS Web of Science® Google Scholar
3 T. Kataoka, M. Yoshimatsu, H. Shimizu, M. Hori, Tetrahedron Lett., 31, 1990, 5927;
10.1016/S0040-4039(00)97996-6
CAS Web of Science® Google Scholar
T. Kataoka, M. Yoshimatsu, Y. Noda, T. Sato, H. Shimizu, M. Hori, J. Chem. Soc., Perkin. Trans., 1, 1993, 121.
10.1039/p19930000121
Web of Science® Google Scholar
4 A. Ogawa, H. Tanaka, H. Yokoyama, R. Obayashi, K. Yokoyama, N. Sonoda, J. Org. Chem., 57, 1992, 111.
10.1021/jo00027a021
CAS PubMed Web of Science® Google Scholar
5 B. Hermans, N. Colard, L. Hevesi, Tetrahedron Lett., 33, 1992, 4629.
10.1016/S0040-4039(00)61331-X
CAS Web of Science® Google Scholar
6 D. G. Garrat, G. H. Schmid, Can. J. Chem., 1974, 3599.
Google Scholar
7 F. Toda, Y. Takehira, Y. Kataoka, K. Mori, T. Sato, M. Segawa, J. Chem. Soc., Chem. Commun., 1984, 1234.
Google Scholar
8 D. Liotta, M. Saindane, D. Brothers, J. Org. Chem., 47, 1982, 1598.
10.1021/jo00347a054
CAS Web of Science® Google Scholar
9 M. Sevrin, J. N. Denis, A. Krief, Tetrahedron Lett., 21, 1980, 1877.
10.1016/S0040-4039(00)92804-1
CAS Web of Science® Google Scholar
10 J. W. Anderson, G. K. Barker, J. E. Drake, M. Rodger, J. Chem. Soc. Dalton Trans., 1973, 1716.
Google Scholar

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A useful synthesis of α,β-bis(methylseleno)alkanes and α,δ-bis(methylseleno)alk-2-enes by the reactions of alkenes and 1,3-dienes with B(SeMe)₃-Lewis acid^†

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A useful synthesis of α,β-bis(methylseleno)alkanes and α,δ-bis(methylseleno)alk-2-enes by the reactions of alkenes and 1,3-dienes with B(SeMe)3-Lewis acid†

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A useful synthesis of α,β-bis(methylseleno)alkanes and α,δ-bis(methylseleno)alk-2-enes by the reactions of alkenes and 1,3-dienes with B(SeMe)₃-Lewis acid^†