The Journal of Organic Chemistry

Indium (III) chloride-promoted rearrangement of epoxides: a selective synthesis of substituted benzylic aldehydes and ketones

BC Ranu, U Jana

Index: Ranu, Brindaban C.; Jana, Umasish Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8212 - 8216

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Citation Number: 181

Abstract

A simple and efficient procedure for the rearrangement of substituted epoxides catalyzed by InCl3 has been developed. Aryl-substituted epoxides isomerize with complete regioselectivity to form a single carbonyl compound via cleavage of the benzylic CO bond. The reactions are simple, fast, and high yielding. This procedure is very mild compared to those catalyzed with BF3 and other Lewis acids and compatible with several acid- ...

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