Diversely substituted sugar-linked alpha,beta-unsaturated gamma-lactones from sugar-derived Baylis-Hillman adducts via a RCM

J Comb Chem. 2007 Jan-Feb;9(1):62-9. doi: 10.1021/cc060076c.

Abstract

A versatile protocol for the production of sugar-linked alpha,beta-unsaturated gamma-lactones with stereochemical and functional group diversity is described starting from sugar-derived Baylis-Hillman adducts via ring-closing metathesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Alkenes / chemistry
  • Carbohydrates / chemical synthesis*
  • Carbohydrates / chemistry
  • Combinatorial Chemistry Techniques / methods
  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Optical Rotation
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Stereoisomerism

Substances

  • Alkenes
  • Carbohydrates
  • Lactones