Stereodivergent synthesis of (+)- and (-)-isolineatin

J Org Chem. 2013 May 3;78(9):4483-9. doi: 10.1021/jo400487y. Epub 2013 Apr 22.

Abstract

A stereodivergent approach to (+)- and (-)-isolineatin using (S)-4-methyl-5-pivaloyloxymethyl-2(5H)-furanone as the single source of asymmetry by exploiting the inherent chirality at the C-5 stereocenter is described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Furans / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pheromones / chemical synthesis*
  • Pheromones / chemistry
  • Pyrans / chemical synthesis*
  • Pyrans / chemistry
  • Stereoisomerism

Substances

  • Furans
  • Pheromones
  • Pyrans
  • lineatin