Organocatalytic peroxy-asymmetric allylic alkylation

Org Biomol Chem. 2009 Sep 21;7(18):3660-2. doi: 10.1039/b912110b. Epub 2009 Jul 31.

Abstract

The peroxy-asymmetric allylic alkylation of hydroperoxyalkanes with Morita-Baylis-Hillman carbonates was catalysed by modified cinchona alkaloids (up to 93% ee), from which chiral alpha-methylene-beta-hydroxy esters could be efficiently derived.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Alkylation
  • Catalysis
  • Esters / chemistry
  • Peroxides / chemistry*
  • Stereoisomerism

Substances

  • Alkenes
  • Esters
  • Peroxides