Readily tunable and bifunctional L-prolinamide derivatives: design and application in the direct enantioselective Aldol reactions

Org Lett. 2005 Sep 29;7(20):4543-5. doi: 10.1021/ol0520323.

Abstract

[reaction: see text] Readily tunable and bifunctional L-prolinamides as novel organocatalysts have been developed, and their catalytic activities were evaluated in the direct asymmetric Aldol reactions of various aromatic aldehydes and cyclohexanone. High isolated yields (up to 94%), enantioselectivities (up to 99% ee), and anti-diastereoselectivities (up to 99:1) were obtained under the optimal conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Catalysis
  • Cyclohexanones / chemistry
  • Drug Design*
  • Molecular Structure
  • Proline / analogs & derivatives*
  • Proline / chemistry
  • Stereoisomerism

Substances

  • Aldehydes
  • Cyclohexanones
  • cyclohexanone
  • 3-hydroxybutanal
  • Proline
  • prolinamide