Synthesis of 1,3- and 2,3-Diglycosylated Indoles as Potential Trisaccharide Mimetics

Dedicated to Professor Hans Paulsen on the occasion of his 90^th birthday

Abstract

Diglycosylated heteroaromatics may serve as metabolically stable mimetics of trisaccharides. Herein, the preparation of several 1,3- and 2,3-diglycosylindoles by direct C-glycosylation of monoglycosylated precursors is described.

Key words

carbohydrates - indoles - glycosides - glycosylation - electrophilic aromatic substitution

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