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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 8
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Original Articles

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

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Pages 823-831 | Published online: 05 Dec 2006
 

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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