The Journal of Organic Chemistry

Substituent control of the regiospecificity of trifluoroacetic acid addition to an allene

RS Macomber

Index: Macomber,R.S. Journal of Organic Chemistry, 1977 , vol. 42, p. 3297 - 3298

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Citation Number: 17

Abstract

Electrophilic additions to allenes can occur with attachment of the electrophile to either the central or terminal carbons of the allene linkage. Such reagents as sulfenyl halides, la molecular halogens, lb and mercury saltslc seem to add regiospecifically and stereospecifically to the central atom, while hydrogen halide additionld and acid-catalyzed hydrationle generally occur with terminal orientation. lf We recently found2 that allenic ...