Cycle-specific organocascade catalysis: application to olefin hydroamination, hydro-oxidation, and amino-oxidation, and to natural product synthesis

Angew Chem Int Ed Engl. 2009;48(24):4349-53. doi: 10.1002/anie.200900220.

Abstract

United in effort: The combined application of iminium (Im) and enamine (En) catalysts can effect a range of valuable asymmetric transformations including 1,2-hydroamination, -hydro-oxidation, and -amino-oxidation of olefins (see picture). An enantioselective organocascade catalysis was also applied in the synthesis of a complex natural product.

Publication types

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

MeSH terms

  • Alkenes / chemistry*
  • Amination
  • Catalysis
  • Oxidation-Reduction
  • Sesquiterpenes / chemical synthesis*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes, Guaiane
  • Stereoisomerism

Substances

  • Alkenes
  • Sesquiterpenes
  • Sesquiterpenes, Guaiane
  • aromadendranediol