Total synthesis of (±)-sacidumlignan D

J Org Chem. 2011 Apr 1;76(7):2315-8. doi: 10.1021/jo1025749. Epub 2011 Mar 9.

Abstract

The first total synthesis of (±)-sacidumlignan D featuring a Zn-mediated Barbier reaction and reverse Wacker oxidation to form the key γ-lactone, its diastereoselective α-methylation followed by reduction cyclization, was documented.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyclization
  • Lactones / chemistry*
  • Lignans / chemical synthesis*
  • Lignans / chemistry*
  • Methylation
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism

Substances

  • Lactones
  • Lignans
  • sacidumlignan D