Aminothiocarbamate-catalyzed asymmetric bromolactonization of 1,2-disubstituted olefinic acids

Org Lett. 2011 May 20;13(10):2738-41. doi: 10.1021/ol200840e. Epub 2011 Apr 26.

Abstract

An efficient and enantioselective bromolactonization of 1,2-disubstituted olefinic acids using an amino-thiocarbamate catalyst has been developed, resulting in the formation of δ-lactones containing two chiral centers with up to 99% yield, 95% ee.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Hydrocarbons, Brominated / chemistry*
  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Stereoisomerism

Substances

  • Alkenes
  • Hydrocarbons, Brominated
  • Lactones