Organocatalytic asymmetric Michael-type reaction between β,γ-unsaturated α-keto ester and α-nitro ketone

Org Biomol Chem. 2011 Dec 7;9(23):7997-9. doi: 10.1039/c1ob06191g. Epub 2011 Oct 3.

Abstract

A Michael-type reaction of β,γ-unsaturated α-keto ester and α-nitro ketone was established. With a thiourea catalyst derived from cinchona alkaloid, the reactions afford products in 47-94% yields with 68-96% ee.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cinchona Alkaloids / chemistry
  • Esters / chemistry*
  • Ketones / chemistry*
  • Molecular Structure
  • Nitrogen / chemistry*
  • Stereoisomerism
  • Thiourea / chemistry

Substances

  • Cinchona Alkaloids
  • Esters
  • Ketones
  • Thiourea
  • Nitrogen