Tufts University

Clay S Bennett

John P Issa

Dina Lloyd

An-Hsiang A Chu

Provided are methods for the efficient stereoselective formation of glycosidic bonds, without recourse to prosthetic or directing groups.

Reagent-controlled stereoselective glycosylation

Provided are methods for the preparation of glycosylation products, including those represented by formula I:Sugar-O&#x2014;R'&#x2003;&#x2003;I

Glycosylation reactions using phenyl(trifluoroethyl)iodonium salts

Reagent controlled stereoselective glycosylation

Disclosed is a method for selective synthesis of 1,2-cis-&#x3b1;-linked glycosides which does not require the use of the specialized protecting group patterns normally employed to control diastereoselectivity. Thioglycoside acceptors can be used, permitting iterative oligosaccharide synthesis. The approach eliminates the need for lengthy syntheses of monosaccharides possessing highly specialized and unconventional protecting group patterns.

Growing community of inventors

Somerville, MA, United States of America

Clay S Bennett