Highly efficient iridium-catalyzed asymmetric hydrogenation of unprotected β-enamine esters

J Am Chem Soc. 2010 Sep 22;132(37):12844-6. doi: 10.1021/ja105674y.

Abstract

A highly efficient and enantioselective hydrogenation of unprotected β-enamine esters catalyzed by Ir-(S,S)-f-Binaphane complex has been developed. This methodology provides straightforward access to free β-amino acids in high yields with excellent enantioselectivities up to 97% ee and high reactivities (TON > 5000).

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Catalysis
  • Esters
  • Hydrogenation
  • Iridium / chemistry*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Amines
  • Esters
  • Iridium