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Sequential Baylis-Hillman reaction and radical cyclization of furanose derivatives: expeditious approach to enantiopure benzo-fused nine-membered oxacycles

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Title Sequential Baylis-Hillman reaction and radical cyclization of furanose derivatives: expeditious approach to enantiopure benzo-fused nine-membered oxacycles
 
Creator Majhi, TP
Neogi, A
Ghosh, S
Mukherjee, AK
Chattopadhyay, P
 
Subject Chemistry, Organic
 
Description A regioselective 9-endo-trig aryl radical cyclization of D-glucose derived diastereomeric Baylis-Hillman reaction products with Bu3SnH led to highly functionalized tricyclic benzannulated ethers incorporating cis- and trans-9,5 bicyclic systems in good yields. Degradation of one of the products afforded an enantiopure multifunctionalized benzoxonine derivative. (c) 2006 Elsevier Ltd. All rights reserved.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTDOXFORDTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
 
Date 2011-09-20T12:12:02Z
2011-09-20T12:12:02Z
2006
 
Type Article
 
Identifier TETRAHEDRON
0040-4020
http://hdl.handle.net/123456789/14097
 
Language English