Organocatalytic enantioselective conjugate addition of ketones to isatylidine malononitriles

Chem Commun (Camb). 2012 Feb 4;48(11):1692-4. doi: 10.1039/c2cc17067a. Epub 2011 Dec 21.

Abstract

An enantioselective Michael addition of ketones to alkylidenemalononitriles catalyzed by chiral primary amine I with (R)-5c as a co-catalyst in good yields (>90%) and with good enantioselectivities (85-96% ee) has been developed. The strategy has also been extended to a three-component version through a domino Knoevenagel/Michael sequence with similar or better outcomes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Ketones / chemistry*
  • Molecular Structure
  • Nitriles / chemistry*
  • Stereoisomerism

Substances

  • Ketones
  • Nitriles