Catalytic Stereoselective Synthesis of α- or β-Glucosides Using a Single Glycosyl Donor, 1-O-2′-(2′-Methoxyethoxy)acetyl-Glucopyranose Derivative

1 August 1993

journal article
research article
Published by Oxford University Press (OUP) in Chemistry Letters

Vol. 22 (8) , 1373-1376
https://doi.org/10.1246/cl.1993.1373

Abstract

In the presence of a catalytic amount of active acidic species generated from SnCl₄ and AgClO₄, various α-glucosides are stereoselectively synthesized in excellent yields from 1-O-2′-(2′-methoxyethoxy)acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose and alkyl trimethylsilyl ethers. β-Glucosides are also selectively prepared by using a catalyst, generated from SiCl₄ and AgClO₄ in the above reaction.

Keywords

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