The Journal of Organic Chemistry

Bridgehead reactivity, nucleophilic and radical additions, and lithium aluminum hydride reduction of 1-(arylsulfonyl) bicyclobutanes: General access to substituted, …

Y Gaoni, A Tomazic

Index: Gaoni, Yehiel; Tomazic, Alenka Journal of Organic Chemistry, 1985 , vol. 50, # 16 p. 2948 - 2957

Full Text: HTML

Citation Number: 27

Abstract

A general approach to the synthesis of a wide range of substituted cyclobutane derivatives is based on two specific reactions of 1-(arylsulfony1) bicyclobutanes (1) and on some general reactions of the bicyclobutane ring systems. One specific cyclobutane forming reaction of 1 is the addition of organocopper reagents across the central bond. As tried with methylcuprate reagents, this reaction takes place even with substrates 1 having a ...