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Syntheses and Diels-Alder reactions of cyclopentadienes fused to bicyclo[2.2.2]octenones

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Title Syntheses and Diels-Alder reactions of cyclopentadienes fused to bicyclo[2.2.2]octenones
 
Creator SINGH, VK
PRATHAP, S
KANE, VV
STESSMAN, CC
BATES, RB
 
Subject pi-facial selectivity
bicyclic frameworks
electronic control
cyclo-additions
stereoselectivity
isodicyclopentadiene
cycloadditions
 
Description Syntheses of trienones 2 and 3 and their Diels-Alder reactions with dimethyl acetylenedicarboxylate and benzoquinone are described. The ketone and methyl groups in trienones 2 and 3 appear to be repulsive factors controlling pi facial selectivity in their Diels-Alder reactions. Large amounts of exo adducts are formed in the benzoquinone reactions, (C) 1999 . .
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2011-08-26T18:30:55Z
2011-12-26T12:57:34Z
2011-12-27T05:43:25Z
2011-08-26T18:30:55Z
2011-12-26T12:57:34Z
2011-12-27T05:43:25Z
1999
 
Type Article
 
Identifier TETRAHEDRON LETTERS, 40(19), 3681-3684
0040-4039
http://dx.doi.org/10.1016/S0040-4039(99)00624-3
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11399
http://hdl.handle.net/10054/11399
 
Language en