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Synthesis and stereochemistry of N-substituted 3,5-dibenzoyl-4-phenylpiperidines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The addition of methyl-, benyl-, cyclohexyl, and 2-hydroxyethylamines and hydroxyl-amine to 2,4-dibenzoyl-3-phenyl-1,4-pentadiene in dimethylformamide leads to the formation of stereoisomers of the corresponding N-substituted 3,5-dibenzoyl-4-phenylpiperidines in almost quantitative yields. The configurations of the stereoisomers obtained were determined by PMR spectroscopy, and their interconversions under the influence of alkali were studied.

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Communication 34 from the series “Reactions of 1,5-Diketones.” See [1] for communication 33.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 235–239, February, 1979.

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Denisenko, M.V., Pavel', G.V. & Tilichenko, M.N. Synthesis and stereochemistry of N-substituted 3,5-dibenzoyl-4-phenylpiperidines. Chem Heterocycl Compd 15, 198–202 (1979). https://doi.org/10.1007/BF00480367

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  • DOI: https://doi.org/10.1007/BF00480367

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