Highly Diastereoselective Thioglycosylation of Functionalized Peracetylated Glycosides Catalyzed by MoO2Cl2

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2006 Nov 17

PMID 17107090

Citations 7

Authors

Shiue-Shien Weng

Yow-Dzer Lin

Chien-Tien Chen

Affiliations

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Abstract

Among 18 oxometallic species, MoO2Cl2 was found to be the most reactive in catalytic thioglycosylation of O-acetylated glycosides with functionalized thiols in CH2Cl2, leading cleanly to 1,2-trans-thioglycosides with exclusive diastereocontrol. The new catalytic protocol is applicable to a monoglycoside building block and beta-(1-->6)-S-linked-thiodisaccharide synthesis. [reaction: see text].

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