Issue 3, 1979

Unprecedented 1,3-acyl shift from alkyl to aryl carbon via a phenyl anion

Abstract

A 1,3-shift of an acyl group from sp3 to sp2 carbon is exhibited by 2-methyl- and 2,4-dimethyl-2,4-diphenylpentan-3-one under strongly basic conditions (ButO–ButOH, 185 °C) in competition with rearrangement through β-enolizable methyl groups and Haller–Bauer type cleavage.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1979, 108-110

Unprecedented 1,3-acyl shift from alkyl to aryl carbon via a phenyl anion

R. A. Dyllick-Brenzinger and J. B. Stothers, J. Chem. Soc., Chem. Commun., 1979, 108 DOI: 10.1039/C39790000108

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