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Studies on alkylation of bicyclo[2.2.2]octenones and 3,3-sigmatropic shift: synthesis of advanced cis-decalins
Authors:Vishwakarma Singh  Sridhar R Iyer
Institution:Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400 076, India
Abstract:A stereoselective method for alkylation of bicyclo2.2.2]octenones and their 3,3-sigmatropic shift leading to cis-decalins containing various types of appendages is described. A simple and convenient method for the introduction of a butenyl chain onto the bicyclooctenones employing 1,4-dibromobutane as an equivalent of 4-bromobutene, was developed.
Keywords:Bicyclo[2  2  2]octenones  cis-Decalin  [3  3]-Sigmatropic shift  Alkylation
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