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A short and efficient synthesis of 5-hydroxymethylcyclopent-2-enol from (D)-glucose and its elaboration to the carbanucleoside (-)-carbovir

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Title A short and efficient synthesis of 5-hydroxymethylcyclopent-2-enol from (D)-glucose and its elaboration to the carbanucleoside (-)-carbovir
 
Creator Roy, BG
Jana, PK
Achari, B
Mandal, SB
 
Subject Chemistry, Organic
 
Description Introduction of an allyl functionality at C-3 of 1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose followed by olefination at C-5 and C-6 provided 1,6-diene 5 which, upon ring closing metathesis and subsequent functional group manipulation, furnished the key cyclopentene diacetate 7, which was elaborated to carbanucleoside (-)-carbovir 1. (c) 2007 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTDOXFORDTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
 
Date 2011-09-20T12:12:39Z
2011-09-20T12:12:39Z
2007
 
Type Article
 
Identifier TETRAHEDRON LETTERS
0040-4039
http://hdl.handle.net/123456789/14364
 
Language English