Enantioselective conjugate allylation of cyclic enones

J Org Chem. 2011 Sep 16;76(18):7614-7. doi: 10.1021/jo2013753. Epub 2011 Aug 23.

Abstract

Enantioselective organocatalytic 1,2-allylation of a cyclic enone followed by anionic oxy-Cope rearrangement delivered the ketone as a mixture of diastereomers. This appears to be a general method for the net enantioselective conjugate allylation of cyclic enones.

Publication types

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

MeSH terms

  • Chromatography, High Pressure Liquid
  • Hydrocarbons, Cyclic / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Hydrocarbons, Cyclic