Stereoselective synthesis of (+)-polyoxamic acid based on the synthesis of chiral oxazine

Org Biomol Chem. 2008 Apr 21;6(8):1498-501. doi: 10.1039/b717961h. Epub 2008 Mar 6.

Abstract

A concise, stereocontrolled synthesis of (+)-polyoxamic acid was achieved. Starting from trans-oxazoline as a chiral building block, the key step involves diastereoselective oxazine formation catalyzed by palladium(0).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Molecular Conformation
  • Oxazines / chemical synthesis*
  • Oxazines / chemistry
  • Stereoisomerism
  • Sugar Acids / chemical synthesis*
  • Sugar Acids / chemistry

Substances

  • Amino Acids
  • Oxazines
  • Sugar Acids
  • polyoxamic acid