Photochemical transformations of small ring compounds. 95. The problem of regioselectivity in the photochemical ring-opening reaction of 3-phenyl-and 3-vinyl- …

A Padwa, TJ Blacklock, D Getman…

Index: Padwa,A. et al. Journal of Organic Chemistry, 1978 , vol. 43, # 8 p. 1481 - 1492

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Citation Number: 55

Abstract

Results 3-Phenyl-substituted cyclopropenes were prepared by treating variously substituted cyclopropenyl cations with Grignard reagents according to the general procedure of Breslow and co-w~ rkers.~~ In all the cases studied, nucleophilic attack by the Grignard reagent on the cyclopropenyl cation afforded the 1, 2-diphenyl-substituted cyclopropene (5) as the major product. This is consistent with Breslow's previous observations in that nucleophilic ...