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ZnCl2-catalyzed Ferrier reaction; synthesis of 2,3-unsaturated 1-O-glucopyranosides of allylic, benzylic and tertiary alcohols

Bettadaiah, B. K. and Srinivas, P. (2003) ZnCl2-catalyzed Ferrier reaction; synthesis of 2,3-unsaturated 1-O-glucopyranosides of allylic, benzylic and tertiary alcohols. Tetrahedron Letters, 44. pp. 7257-7259.

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Abstract

Tertiary, allylic and benzylic alcohols react with 3,4,6-tri-O-acetyl-D-glucal in dichloromethane at 25°C in the presence of ZnCl2 to afford the corresponding 2,3-unsaturated-1-O-glucopyranoside acetates in 65–91% yields, with selective formation of the α-anomer.

Item Type: Article
Uncontrolled Keywords: 1-O-glucopyranoside alcohols
Subjects: 500 Natural Sciences and Mathematics > 04 Chemistry and Allied Sciences > 24 Organic Chemistry
Divisions: Food Safety Analytical Quality Control Lab
Depositing User: Food Sci. & Technol. Information Services
Date Deposited: 04 Oct 2007 11:22
Last Modified: 28 Dec 2011 09:31
URI: http://ir.cftri.com/id/eprint/1491

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