This work was supported by the Deutsche Forschungsgemeinschaft.
[2 + 2]-Cycloaddition of a Vinyl Cation†
Article first published online: 22 DEC 2003
Copyright © 1979 by Verlag Chemie, GmbH, Germany
Angewandte Chemie International Edition in English
Volume 18, Issue 8, pages 614–615, August 1979
How to Cite
Hammen, G. and Hanack, M. (1979), [2 + 2]-Cycloaddition of a Vinyl Cation. Angew. Chem. Int. Ed. Engl., 18: 614–615. doi: 10.1002/anie.197906142
- Issue published online: 22 DEC 2003
- Article first published online: 22 DEC 2003
- Manuscript Received: 3 APR 1979
The first cycloaddition to a vinyl catoin has now been accomplished: (2), obtained from (1) by solvolysis in the presence of AgBF4, reacts with cyclohexene to give mainly the cation (3) and thence to (4). In contrast, reaction with F3CCOOAg gives only the ester [(1), F3CCOO in place of Br]; the pronounced nucleophilic character of the trifluoroacetate ion prevents cycloadditon (An = p-methoxyphenyl).