Synthesis and Applications of a Light-Fluorous Glycosyl Donor
The Journal of Organic Chemistry2009Vol. 74(6), pp. 2594–2597
Citations Over TimeTop 13% of 2009 papers
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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