Standard Article

Maitland-Japp Reaction

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr404

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Maitland-Japp Reaction. Comprehensive Organic Name Reactions and Reagents. 404:1800–1802.

Publication History

  1. Published Online: 15 SEP 2010

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

It is a one-pot three-component condensation to form multisubstituted tetrahydropyran-4-ones involving a ketone and 2 equivalent of aldehydes and is generally referred to as the Maitland–Japp reaction. The study finds that reaction is promoted in presence of the Lewis acids and the enantioenriched aldol products can be transformed into enantioenriched tetrahydropyran-4-ones. This reaction has been extended to use the dienolates of β-ketoesters, in which two different substituents can be mounted to the 2- and 6-positions of tetrahydropyran-4-ones.

Keywords:

  • 2,6-diphenylmethyltetrahydro-4-pyranones;
  • 2-butanone;
  • Lewis acid;
  • benzaldehyde