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Bromine-Promoted Glycosidation of Conformationally Superarmed Thioglycosides.

ABSTRACT: Presented herein is a study of the conformation and reactivity of highly reactive thioglycoside donors. The structural studies have been conducted using NMR spectroscopy and computational methods. The reactivity of these donors has been investigated in bromine-promoted glycosylations of aliphatic and sugar alcohols. Swift reaction times, high yields, and respectable 1,2-cis stereoselectivity were observed in a majority of these glycosylations.

SUBMITTER: Panza M

PROVIDER: S-EPMC6742554 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Bromine-Promoted Glycosidation of Conformationally Superarmed Thioglycosides.

Panza Matteo M Civera Monica M Yasomanee Jagodige P JP Belvisi Laura L Demchenko Alexei V AV

Chemistry (Weinheim an der Bergstrasse, Germany) 20190820 51

Presented herein is a study of the conformation and reactivity of highly reactive thioglycoside donors. The structural studies have been conducted using NMR spectroscopy and computational methods. The reactivity of these donors has been investigated in bromine-promoted glycosylations of aliphatic and sugar alcohols. Swift reaction times, high yields, and respectable 1,2-cis stereoselectivity were observed in a majority of these glycosylations. ...[more]

PMID: 31286579

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