Enantioselective nickel-catalyzed reductive coupling of alkynes and imines

J Am Chem Soc. 2010 Aug 18;132(32):10955-7. doi: 10.1021/ja104505t.

Abstract

The nickel-catalyzed reductive coupling of alkynes and imines with Et(2)Zn as a reductant by using electron-rich phosphine ligands has been developed, affording various allylic amines with high yields and excellent chemoselectivities. Chiral induction was also achieved in this reductive coupling reaction when a nickel catalyst containing a chiral spiro phosphine ligand was used.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Amines / chemistry
  • Catalysis
  • Imines / chemistry*
  • Nickel / chemistry*
  • Oxidation-Reduction
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Alkynes
  • Amines
  • Imines
  • Nickel