Ethynyl p-tolyl sulphone as an acetylene equivalent in Diels–Alder reactions

AP Davis, GH Whitham

Index: Davis, Anthony P.; Whitham, Gordon H. Journal of the Chemical Society, Chemical Communications, 1980 , # 13 p. 639 - 640

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Citation Number: 21

Abstract

Summary Ethynyl P-tolyl sulphone undergoes addition to a number of conjugated dienes and the resulting adducts can be reduced to the corresponding cyclohexa- 1,Pdienes using sodium amalgam. ... THE low Diels-Alder reactivity of acetylene towards con- jugated dienes, coupled with the synthetic usefulness of cyclohexa- 1,4-dienes, has led to the development of a number of dienophilic acetylene equiva1ents.l Almost all examples are compounds of the type ...