Palladium/l-Proline-Catalyzed Enantioselective α-Arylative Desymmetrization of Cyclohexanones

J Am Chem Soc. 2016 Apr 27;138(16):5198-201. doi: 10.1021/jacs.6b01214. Epub 2016 Apr 19.

Abstract

A highly enantioselective palladium/l-proline-catalyzed α-arylative desymmetrization of cyclohexanones was developed. The new strategy for α-arylation reaction led to a series of optically active morphan derivatives bearing α-carbonyl tertiary stereocenters in good yields with excellent enantioselectivities (up to 99% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyclohexanones / chemistry*
  • Palladium / chemistry*
  • Proline / chemistry*
  • Stereoisomerism

Substances

  • Cyclohexanones
  • Palladium
  • Proline