Glycoside bond formation via acid-base catalysis

Org Lett. 2011 Jul 15;13(14):3612-5. doi: 10.1021/ol201231v. Epub 2011 Jun 15.

Abstract

Acid-base catalyzed glycosyl donor and then glycosyl acceptor activation with phenylboron difluoride or diphenylboron fluoride permits hydrogen bond mediated intramolecular S(N)2-type glycosidation in generally high anomeric selectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Glycosides / chemical synthesis*
  • Glycosides / chemistry
  • Hydrogen Bonding
  • Molecular Structure

Substances

  • Glycosides