Synthesis and Applications of a Light-fluorous Glycosyl Donor

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2009 Feb 17

PMID 19216499

Citations 19

Authors

Fa Zhang

Wei Zhang

Yan Zhang

Dennis P Curran

Gang Liu

Affiliations

Soon will be listed here.

Abstract

A new method using a light-fluorous glycosyl donor and an orthogonal tagging strategy to synthesize oligosaccharides and glycoconjugates has been developed. The glycosyl donor orthogonally protected with a C8F17-silyl tag and benzoyl groups was reacted with excess amounts of glycosyl acceptor. Fluorous solid-phase extraction separated the glycosylated product and unreacted glycosyl acceptor. This new protocol has high reaction efficiency and easy separation, which was demonstrated in the synthesis of an unprotected trisaccharide and an O-glycosylated serine in this paper.

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