Dimethyl Pentacyclo[5.2.0.02,9.03,5.06,8]nonane-1,7-dicarboxylate†
Prof. Dr. H. Prinzbach,
Prof. Dr. H. Prinzbach
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Search for more papers by this author Dr. W. Eberbach,
Dr. W. Eberbach
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Search for more papers by this author Chim. dipl. G. Philippossian,
Corresponding Author
Chim. dipl. G. Philippossian
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Search for more papers by this author
Prof. Dr. H. Prinzbach,
Prof. Dr. H. Prinzbach
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Search for more papers by this author Dr. W. Eberbach,
Dr. W. Eberbach
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Search for more papers by this author Chim. dipl. G. Philippossian,
Corresponding Author
Chim. dipl. G. Philippossian
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Université de Lausanne, Laboratoire de Chimie organique, 2, rue de la Barre, CH-1000 Lausanne (Switzerland)
Search for more papers by this author
First published: November 1968
No abstract is available for this article.
- 1
Photochemical rearrangements, Part 24. – Part 23:
H. Prinzbach and
E. Druckrey,
Tetrahedron Letters
1968, 4285.
- 2
H. Prinzbach,
Pure appl. Chem.
16, 33
(1968);
C. A. Grob and
J. Hostynek,
Helv. chim. Acta
46, 1676
(1963).
Very recently evidence has been provided for existence of a more highly condensed derivative of (3) with an amide bridge:
A. I. Meyers and
P. Singh,
Chem. Commun.
1968, 576.
- 3
Together with unchanged (5a) and a few percent of ether-addition products, the proportions thereof rising rapidly with longer irradiation and higher temperatures.
- 4
H. Prinzbach,
W. Eberbach, and
G. v. Veh,
Angew. Chem.
77, 454
(1965);
Angew. Chem. internat. Edit.
4, 436
(1965).
- 5
M. J. Goldstein and
A. H. Gevirtz,
Tetrahedron Letters
1965, 4413, 4417;
we thank
M. Thyes
for an improved synthesis of (5a).
- 6
H. E. Zimmerman,
R. W. Binkley,
R. S. Givens, and
M. A. Shervin,
J. Amer. chem. Soc.
89, 3932
(1967);
J. Daub and
P. v. R. Schleyer,
Angew. Chem.
80, 446
(1968);
Angew. Chem. internat. Edit.
7, 468
(1968).
- 7
R. B. Woodward and
R. Hoffmann,
Accounts chem. Res.
1, 17
(1968).
- 8
For example,
H. Prinzbach,
R. Fuchs,
R. Kitzing, and
H. Achenbach,
Angew. Chem.
80, 699
(1968);
Angew. Chem. internat. Edit.
7, 727
(1968).
- 9
With TCE only there are indications of adduct formation.
- 10
We thank
Dr. U. Scheidegger,
Varian AG Zürich, for the decoupling experiments at 100 MHz.
- 11
H. Prinzbach and
H. Hagemann,
unpublished.