Oxidative Rearrangement of Tertiary Propargylic Alcohols

Abstract

An oxidative rearrangement of tertiary alcohols mediated by m-CPBA is described that generates tetrasubstituted alkenes with a carboxylic acid substituent. The mechanism of the reaction is proposed to proceed through epoxidation of the alkyne to form an oxirene that undergoes a 1,2-aryl shift.

Key words

oxidation - rearrangement - propargylic alcohols - carboxylic acids - peroxy acid

• References and Notes

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