An alternative stereoselective synthesis of trans(2R,3R)-3-hydroxypipecolic acid

Authors
Haddad, M Larcheveque, M
Citation
M. Haddad et M. Larcheveque, An alternative stereoselective synthesis of trans(2R,3R)-3-hydroxypipecolic acid, TETRAHEDR L, 42(31), 2001, pp. 5223-5225
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
31
Year of publication
2001
Pages
5223 - 5225
Database
ISI
SICI code
0040-4039(20010730)42:31<5223:AASSOT>2.0.ZU;2-O
Abstract
The enantioselective synthesis of trans-(2R,3R)-3-hydroxypipecolic acid Ib is presented, starting from O-protected methyl mandelate as chiral source. The synthesis involved a regioselective intramolecular nucleophilic substit ution of an azido epoxide as the key step. (C) 2001 Elsevier Science Ltd. A ll rights reserved.