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A new route to (2S,4R)- and (2R,4S)-4-hydroxypipecolic acid
Affiliation:1. Division of Biochemistry, CSIR-Central Drug Research Institute, Lucknow 226 031, India;2. Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226 031, India
Abstract:Both enantiomers of cis-4-hydroxypipecolic acid have been prepared by asymmetric synthesis using (S)- or (R)-glycidol as the chiral source, and involving a stereoselective hydrogenation of a six-membered cyclic imine. The latter is obtained by reduction and cyclization of a cyano β-hydroxy ketone.
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