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An expeditious protocol for sesquiterpene-cored functionalized arenes from S-(−)-citronellal
Authors:Atul Goel  Deepti Verma
Institution:Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow 226 001, India
Abstract:An expeditious straightforward synthesis of sesquiterpene-cored arenes functionalized with electron-withdrawing or electron-donating substituents is described and illustrated by Michael addition of S-(−)-citronellal on functionalized 2H-pyran-2-one in a single step at room temperature. The reaction was further generalized by synthesizing isoprenylated 9,10-dihydrophenanthrene-2-carbonitrile using 5,6-dihydro-2-oxo-4-sec-amino-2H-benzoh]chromene-3-carbonitriles and S-(−)-citronellal under similar reaction conditions.
Keywords:Bisabolene  Sesquiterpene  2H-Pyran-2-ones  Citronellal  Ring transformation approach
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