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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
Authors:Karan Arora
Institution:Department of Chemistry , Indian Institute of Technology Bombay , Powai , Mumbai , India
Abstract:Synthesis of novel bicyclo2.2.2]octenones endowed with a β,γ-enone system in which γ-carbon is substituted with an electron-withdrawing group from simple aromatics is described. Oxa-di-pi-methane reaction of bicyclo2.2.2]octenones to functionalized bicyclo3.3.0]octanes and their transformation to bicyclo3.2.1]octane framework are also presented.
Keywords:Diels–Alder reaction  oxa-di-pi-methane rearrangement  pericyclic reaction  photochemistry
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