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Synthesis of diarylazepan-4-ones
Authors:Meng-Yang Chang  Yung-Hua Kung  Chih-Chong Ma
Institution:Department of Applied Chemistry, National University of Kaohsiung, Kaohsiung 811, Taiwan
Abstract:Synthesis of several 3,3-diarylazepan-4-ones and 5,5-diarylazepan-4-ones has been established starting from two tetrasubstituted olefins, which is derived from commercially available piperidine-3-carboxylic acid ethyl ester and piperidine-4-carboxylic acid ethyl ester. The single isomer with the structural skeleton of 3,3-diarylazepan-4-one and 5,5-diarylazepan-4-one is constructed in two functional group transformations of Grignard addition/dehydration and epoxidation/pinacol rearrangement.
Keywords:Diarylazepan-4-ones  m-Chloroperoxybenzoic acid  Boron trifluoride etherate  Grignard addition/dehydration  Epoxidation/pinacol rearrangement
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