Stereoselective total synthesis of (2 S,3 R)-3-hydroxypipecolic acid

A concise, stereocontrolled synthesis of (2 S,3 R)-3-hydroxypipecolic acid 1 is described. Key features involve diastereoselective oxazoline formation catalyzed by palladium(0) and intramolecular cyclization by catalytic hydrogenation of an oxazoline.

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2008-02, Vol.19 (3), p.318-321
Main Authors: Pham, Van-Thoai, Joo, Jae-Eun, Tian, Yong-Shou, Chung, Yun-Sung, Lee, Kee-Young, Oh, Chang-Young, Ham, Won-Hun
Format: Article
Language:English
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Summary:A concise, stereocontrolled synthesis of (2 S,3 R)-3-hydroxypipecolic acid 1 is described. Key features involve diastereoselective oxazoline formation catalyzed by palladium(0) and intramolecular cyclization by catalytic hydrogenation of an oxazoline.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2008.01.010