Highly enantioselective zinc/amino alcohol-catalyzed alkynylation of aldehydes

Chemistry. 2009;15(13):3069-71. doi: 10.1002/chem.200900070.

Abstract

Meeting the challenge: The zinc/amino alcohol catalyzed enantioselective addition of terminal alkynes to aldehydes is effective with both phenylacetylene and methyl propiolate, leading to chiral secondary propargyl alcohols with very high enantioselectivity (see scheme).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Alkynes / chemical synthesis
  • Alkynes / chemistry*
  • Amino Alcohols / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Cyclopropanes / chemistry
  • Models, Chemical
  • Molecular Structure
  • Propanols / chemical synthesis*
  • Stereoisomerism
  • Zinc / chemistry*

Substances

  • Aldehydes
  • Alkynes
  • Amino Alcohols
  • Cyclopropanes
  • Propanols
  • propargyl alcohol
  • Zinc