Standard Article

Acyloin Rearrangement

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr005

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Acyloin Rearrangement. Comprehensive Organic Name Reactions and Reagents. 5:18–20.

Publication History

  1. Published Online: 15 SEP 2010

Abstract

Symmetrical α-hydroxy ketones, the aliphatic analogs of benzoins, is known as acyloins. In acyloin rearrangement, the α-hydroxycarbonyl compound is converted into its structural isomer (also an α-hydroxylcarbonyl compound), which is accomplished by the interchange of the carbonyl group and migration of an alkyl group to the adjacent carbon atom. This arrangement is promoted by acid or base and also under pyrolitic conditions. Thermal thermal acyloin rearrangement is also reported to accelerate in presence of high pressure. Acyloin rearrangement has general applications in organic synthesis.

Keywords:

  • acyloin;
  • structural isomer;
  • α-hydroxylcarbonyl compound;
  • potassium superoxide