Synthesis of enantiomerically pure (2R,5S)- and (2R,5R)-5-hydroxypipecolic acid from glycinate Schiff bases

DOI: 10.1016/0957-4166(96)00332-1

Source and publish data:

Tetrahedron Asymmetry p. 2585 - 2593 (1996)

Update date:2022-08-03

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Authors:

Hoarau, Sylvie

Fauchere, Jean Luc

Pappalardo, Louis

Roumestant, Marie Louise

Viallefont, Philippe

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Article abstract of DOI:10.1016/0957-4166(96)00332-1

An asymmetric synthesis of cis- and trans-5-hydroxy-(D)-pipecolic acid, starting from glycinate Schiff bases is described. The approach involves the stereoselective alkylation to generate an unsaturated side chain which on cyclisation leads to the desired trans- or cis-5-hydroxy-(D)-pipecolic acid.

Full text of DOI:10.1016/0957-4166(96)00332-1

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Product name:5-Hexenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, 1,1-dimethylethyl ester, (R)-

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