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Helferich Glycosylation

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr304

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Helferich Glycosylation. Comprehensive Organic Name Reactions and Reagents. 304:1367–1370.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

Helferich glycosylation reaction has been used to synthesize O-glycosides from protected glycosyl bromide and alcohol (or another carbohydrate) in the presence of mercuric cyanide. It is also referred to as the Helferich condition. This reaction involves the SN2 substitution mechanism leads the formation of β-glycoside and release of HgCNBr. This reaction has been used in the preparation of glycosides.

Keywords:

  • glycosides;
  • mercuric cyanide;
  • SN2 substitution mechanism;
  • HgCNBr