Base-promoted rearrangement of sugar epoxides to unsaturated sugars

Org Lett. 2005 Dec 8;7(25):5577-9. doi: 10.1021/ol052128x.

Abstract

[chemical reaction: see text]. A simple and efficient method for rearranging 2,3-anhydro carbohydrates to unsaturated sugars has been developed. The exceptionally mild reaction conditions and high stereoselectivity should make this an attractive method for the preparation of unsaturated carbohydrate derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrates / chemical synthesis*
  • Carbohydrates / chemistry*
  • Combinatorial Chemistry Techniques*
  • Indicators and Reagents
  • Molecular Structure
  • Stereoisomerism

Substances

  • Carbohydrates
  • Indicators and Reagents