Stereocontrolled synthesis of fully functionalized D-glucosamine monosaccharides via a domino nitro-Michael/Henry reaction

Chem Commun (Camb). 2008 Aug 14:(30):3549-51. doi: 10.1039/b805159c. Epub 2008 Jun 4.

Abstract

A diastereoselective domino nitro-Michael/Henry reaction involving a beta-hydroxyaldehyde and a nitroalkene provides direct access to fully functionalized D-glucosamine monosaccharides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Glucosamine / chemistry*
  • Monosaccharides / chemical synthesis*
  • Monosaccharides / chemistry
  • Nitro Compounds / chemistry*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Aldehydes
  • Monosaccharides
  • Nitro Compounds
  • Glucosamine