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Oxidative Dearomatization: Synthesis of Functionalized Bicyclo[2.2.2]octenones, Sigmatropic Shift in Excited State, and Radical-Induced Cleavage of Cyclopropane Ring

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Title Oxidative Dearomatization: Synthesis of Functionalized Bicyclo[2.2.2]octenones, Sigmatropic Shift in Excited State, and Radical-Induced Cleavage of Cyclopropane Ring
 
Creator ARORA, K
SINGH, V
 
Subject oxa-di-pi-methane rearrangement
Diels-Alder reaction
pericyclic reaction
photochemistry
STEREOSELECTIVE ROUTE
NATURAL-PRODUCTS
ENANTIOSELECTIVE SYNTHESIS
MOLECULAR COMPLEXITY
CYCLOADDITION
CONSTRUCTION
REARRANGEMENT
VINIGROL
SYSTEMS
CORE
 
Description Synthesis of novel bicyclo[2.2.2]octenones endowed with a beta,gamma-enone system in which gamma-carbon is substituted with an electron-withdrawing group from simple aromatics is described. Oxa-di-pi-methane reaction of bicyclo[2.2.2]octenones to functionalized bicyclo[3.3.0]octanes and their transformation to bicyclo[3.2.1]octane framework are also presented.
 
Publisher TAYLOR & FRANCIS INC
 
Date 2014-12-28T12:58:32Z
2014-12-28T12:58:32Z
2014
 
Type Article
 
Identifier SYNTHETIC COMMUNICATIONS, 44(24)3552-3562
0039-7911
1532-2432
http://dx.doi.org/10.1080/00397911.2014.941502
http://dspace.library.iitb.ac.in/jspui/handle/100/16635
 
Language English