The Journal of Organic Chemistry

Lewis acid catalyzed [2+ 2] cycloaddition of methyl 2, 3-butadienoate to alkenes

BB Snider, DK Spindell

Index: Snider, Barry B.; Spindell, David K. Journal of Organic Chemistry, 1980 , vol. 45, # 25 p. 5017 - 5020

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Citation Number: 44

Abstract

Methyl 2, 3-butadienoate (1) undergoes EtAIClz-catalyzed stereospecific [2+ 21 cycloadditions with alkenes to give methyl cyclobutylideneacetates in good yield. The stereospecificity and ratios of E and 2 isomers suggest a [, 2,+, 2,] cycloaddition of the 1- EtA1Clz complex analogous to that of ketenes.

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