A Stereoselective Route to cis-(2S,3R)-3-Hydroxypipecolic Acid and Two Enantiomeric cis-2-Hydroxymethyl-3-hydroxypiperidine
Derivatives

Shital K. Chattopadhyay; Shankar P. Roy; Tapan Saha

doi:10.1055/s-0030-1260120

PAPER

A Stereoselective Route to cis-(2S,3R)-3-Hydroxypipecolic Acid and Two Enantiomeric cis-2-Hydroxymethyl-3-hydroxypiperidine Derivatives

Shital K. Chattopadhyay*, Shankar P. Roy, Tapan Saha
Department of Chemistry, University of Kalyani, Kalyani-741235, West Bengal, India
Fax: +91(33)25828282; e-Mail: skchatto@yahoo.com;

Abstract

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Abstract

Stereoselective routes to cis-(2S,3R)-3-hydroxypipecolic acid and two enantiomeric cis-2-hydroxymethyl-3-hydroxypiperidine derivatives from a common precursor have been developed, which featured stereocontrolled vinylation of a α-chiral aldehyde and ring-closing metathesis as key steps.

Key words

amino acids - diastereoselectivity - piperidines - chiral pool - metathesis

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References

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