Mechanistic aspects of the silver (I)-promoted rearrangement of cyclopropene derivatives

A Padwa, TJ Blacklock, R Loza

Index: Padwa, Albert; Blacklock, Thomas J.; Loza, Roman Journal of Organic Chemistry, 1982 , vol. 47, # 19 p. 3712 - 3721

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Citation Number: 47

Abstract

The silver ion promoted isomerizations of several substituted cyclopropenes have been studied. The results of these studies have been compared to the rearrangements encountered on thermolysis and photolysis. Treatment of 1, 3-diphenyl-2-methyl-3- benzylcyclopropene with silver ion afforded l-phenyl-2-methyl-3-benzylindene as the exclusive product. In contrast, photolysis of this system gave rise to the isomeric l-methyl-2 ...