Total synthesis of hyacinthacine A1, a glycosidase inhibitor

J Org Chem. 2008 Oct 3;73(19):7826-8. doi: 10.1021/jo801377s. Epub 2008 Sep 6.

Abstract

A practical and enantioselective total synthesis of hyacinthacine A1 is achieved involving syn allylic epoxide opening with retention using Pd catalysis and "domino" hydrogenation (five steps in one pot) sequences.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Epoxy Compounds
  • Glycoside Hydrolases / antagonists & inhibitors*
  • Hydrogenation
  • Palladium
  • Pyrrolizidine Alkaloids / chemical synthesis*
  • Stereoisomerism

Substances

  • Epoxy Compounds
  • Pyrrolizidine Alkaloids
  • hyacinthacine A1
  • Palladium
  • Glycoside Hydrolases