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Synthesis 2011(16): 2664-2670
DOI: 10.1055/s-0030-1260120
DOI: 10.1055/s-0030-1260120
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Stereoselective Route to cis-(2S,3R)-3-Hydroxypipecolic Acid and Two Enantiomeric cis-2-Hydroxymethyl-3-hydroxypiperidine Derivatives
Further Information
Received
13 May 2011
Publication Date:
14 July 2011 (online)
Publication History
Publication Date:
14 July 2011 (online)
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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