Highly efficient asymmetric aldol reaction in brine using a fluorous sulfonamide organocatalyst

Org Biomol Chem. 2012 Mar 21;10(11):2209-13. doi: 10.1039/c2ob06955e. Epub 2012 Feb 14.

Abstract

A fluorous organocatalyst promotes direct asymmetric aldol reactions of aromatic aldehydes with ketones in brine to afford the corresponding anti-aldol products in high yield with up to 96% ee. Fluorous organocatalyst can be readily recovered by solid phase extraction using fluorous silica gel and reused without purification.

MeSH terms

  • Aldehydes / chemistry*
  • Catalysis
  • Fluorine Compounds / chemistry*
  • Molecular Structure
  • Salts / chemistry*
  • Stereoisomerism
  • Sulfonamides / chemistry*

Substances

  • Aldehydes
  • Fluorine Compounds
  • Salts
  • Sulfonamides
  • brine
  • 3-hydroxybutanal