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

IR@CSIR-CFTRI

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Relation http://ir.cftri.com/1491/
TL_01_03
 
Title ZnCl2-catalyzed Ferrier reaction; synthesis of 2,3-unsaturated 1-O-glucopyranosides of allylic, benzylic and tertiary alcohols
 
Creator Bettadaiah, B. K.
Srinivas, P.
 
Subject 24 Organic Chemistry
 
Description 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.
 
Date 2003
 
Type Article
PeerReviewed
 
Format application/pdf
 
Language en
 
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Identifier http://ir.cftri.com/1491/1/Tetrahedron_Letters_44_%282003%29_7257-7259.pdf
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.