Enantioselective direct-addition of terminal alkynes to imines catalyzed by copper(I)pybox complex in water and in toluene

J Am Chem Soc. 2002 May 22;124(20):5638-9. doi: 10.1021/ja026007t.

Abstract

Highly enantioselective direct alkyne-imine additions catalyzed by Cu(I)OTf and Evan's pybox ligands were developed in water and in toluene. The process is simple and provides a diverse range of propargylic amine in high ee and good yield.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkynes / chemical synthesis
  • Alkynes / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Imines / chemical synthesis
  • Imines / chemistry*
  • Organometallic Compounds / chemistry
  • Pargyline / analogs & derivatives*
  • Pargyline / chemical synthesis*
  • Propylamines / chemical synthesis*
  • Stereoisomerism
  • Toluene / chemistry
  • Water / chemistry

Substances

  • Alkynes
  • Imines
  • Organometallic Compounds
  • Propylamines
  • Water
  • propargylamine
  • Toluene
  • Copper
  • Pargyline