4.4 Article

Catalytic and stereoselective glycosylation with glycosyl N-trichloroacetylcarbamate

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 3, Pages 267-271

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.11.027

Keywords

glycosylation; Lewis acids; solvent effects; synthetic methods

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Catalytic and stereoselective glycosylation efficiently proceeded by activating a glycosyl N-trichloroacetylcarbamate with a catalytic amount of Lewis acids in the presence of a glycosyl acceptor and molecular sieves 5 angstrom. Catalytic and one-pot dehydrative glycosylation of a 1-hydroxy carbohydrate was also performed stereoselectively by the reaction with trichloroacetyl isocyanate followed by activation with a catalytic amount of activators. (c) 2005 Elsevier Ltd. All rights reserved.

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