Stereoselective synthesis of both enantiomers of rugulactone

J Org Chem. 2011 May 6;76(9):3463-9. doi: 10.1021/jo2004583. Epub 2011 Apr 5.

Abstract

The stereoselective total synthesis of both enantiomers of rugulactone 1 has been completed by applying enantioselective allyl additions as key steps. Two different strategies based on highly stable and enantiomerically pure α-substituted allylboronic esters 2 and 3 were performed starting from boronic ester 4.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boronic Acids / chemistry
  • Esters
  • Lactones / chemical synthesis*
  • Lactones / chemistry*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Boronic Acids
  • Esters
  • Lactones
  • rugulactone