Asymmetric Synthesis of Aryl 2-Piperidyl Methanols from a Chiral α-Aminonitrile Precursor

Antonio Delgado Departamento de Farmacologia y Quimica Terapéutica, Laboratorio de Quimica Farmacéutica. Facultad de Farmacia, Avda. Diagonal s/n, 08028, Barcelona, (SPAIN)

David Mauleœn Departamento de Farmacologia y Quimica Terapéutica, Laboratorio de Quimica Farmacéutica. Facultad de Farmacia, Avda. Diagonal s/n, 08028, Barcelona, (SPAIN)

Abstract

Synthesis of enantiomerically pure phenyl 2-piperidyl methanols from a convenient chiral α-aminonitrile 1 is described. Reaction with aldehydes of the anion generated from 1 leads to threo (αR, 2R) products, whereas treatment of 1 with organolithium reagents affords erythro (αR, 2S) compounds.

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Asymmetric Synthesis of Aryl 2-Piperidyl Methanols from a Chiral α-Aminonitrile Precursor

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Asymmetric Synthesis of Aryl 2-Piperidyl Methanols from a Chiral α-Aminonitrile Precursor

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