De novo synthesis of 1-deoxythiosugars

Gunasundari, Thanikachalam and Chandrasekaran, Srinivasan (2013) De novo synthesis of 1-deoxythiosugars. In: Carbohydrate Research, 382 . pp. 30-35.

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Abstract

A short and efficient chemical synthesis of biologically potent and novel 1-deoxythiosugars is accomplished. Introduction of sulfur mediated by benzyltriethylammonium tetrathiomolybdate, as a sulfur transfer reagent through nucleophilic double displacement of tosylate in alpha,omega-di-O-tosyl aldonolactones in an intramolecular fashion is the key feature. The subsequent reduction of thiosugar lactones with borohydride exchange resin (BER) offers a number of deoxythiosugars in good overall yield. (C) 2013 Elsevier Ltd. All rights reserved.

Item Type:	Journal Article
Publication:	Carbohydrate Research
Publisher:	Elsevier Science
Additional Information:	Copyright of this article belongs to Elsevier Science.
Keywords:	Tetrathiomolybdate; 1-Deoxythiosugars; Aldonoditosylate; Thiosugar Lactone; Borohydride Exchange Resin
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	10 Jan 2014 08:29
Last Modified:	10 Jan 2014 08:29
URI:	http://eprints.iisc.ac.in/id/eprint/48097

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