THE CATION-RADICAL VINYLCYCLOPROPANE-]CYCLOPENTENE REARRANGEMENT - REACTION-MECHANISM AND PERISELECTIVITY

Authors
DINNOCENZO JP CONLON DA
Citation
Jp. Dinnocenzo et Da. Conlon, THE CATION-RADICAL VINYLCYCLOPROPANE-]CYCLOPENTENE REARRANGEMENT - REACTION-MECHANISM AND PERISELECTIVITY, Tetrahedron letters, 36(41), 1995, pp. 7415-7418
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
41
Year of publication
1995
Pages
7415 - 7418
Database
ISI
SICI code
0040-4039(1995)36:41<7415:TCVR-R>2.0.ZU;2-Z
Abstract
The vinylcyclopropane-->cyclopentene rearrangement catalyzed by one-el ectron oxidation has been shown to be most consistent with a stepwise, cation radical mechanism. It was also discovered that the formal rear rangement periselectivity of vinylcyclopropanes with cis-alkyl substit uents can be changed by one-electron oxidation.