Selectivity control in enantioselective four-component reactions of aryl diazoacetates with alcohols, aldehydes and amines: an efficient approach to synthesizing chiral beta-amino-alpha-hydroxyesters

Chem Commun (Camb). 2008 Dec 28:(48):6564-6. doi: 10.1039/b816104f. Epub 2008 Nov 11.

Abstract

Enantioselective four-component reactions of aryl diazoacetates with alcohols, aldehydes and amines catalyzed cooperatively by a rhodium complex and a chiral Brønsted acid produce beta-amino-alpha-hydroxyl acid derivatives in a single step with excellent control of chemo-, diastereo- and enantioselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Aldehydes / chemistry*
  • Amines / chemistry*
  • Esters / chemistry*
  • Stereoisomerism

Substances

  • Alcohols
  • Aldehydes
  • Amines
  • Esters