Issue 17, 2014

A one-pot septanoside formation and glycosylation of acyclic dithioacetals derived from 1,2-cyclopropanated sugars

Abstract

Ring opening of 3-oxo-1,2-cyclopropanated sugars with thiols leads to the serendipitous discovery of the synthesis of sugar based homologated acyclic dithioacetals. These acyclic dithioacetals were found to undergo one-pot septanoside formation followed by stereoselective glycosylation in the presence of glycosyl acceptors under glycosylation reaction conditions.

Graphical abstract: A one-pot septanoside formation and glycosylation of acyclic dithioacetals derived from 1,2-cyclopropanated sugars

Supplementary files

Article information

Article type
Communication
Submitted
29 Nov 2013
Accepted
24 Dec 2013
First published
03 Jan 2014

Chem. Commun., 2014,50, 2218-2221

Author version available

A one-pot septanoside formation and glycosylation of acyclic dithioacetals derived from 1,2-cyclopropanated sugars

P. Venukumar, C. Sudharani and P. R. Sridhar, Chem. Commun., 2014, 50, 2218 DOI: 10.1039/C3CC49116A

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