A PRACTICAL STEREOSELECTIVE SYNTHESIS OF (2S, 3S)-3-HYDROXYLEUCINE

Citation
L. Williams et al., A PRACTICAL STEREOSELECTIVE SYNTHESIS OF (2S, 3S)-3-HYDROXYLEUCINE, Tetrahedron letters, 36(39), 1995, pp. 7031-7034
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
39
Year of publication
1995
Pages
7031 - 7034
Database
ISI
SICI code
0040-4039(1995)36:39<7031:APSSO(>2.0.ZU;2-G
Abstract
A practical and convenient procedure is described for the preparation of gram quantities of (2S,3S)-3-hydroxyleucine. The key step involves the triflate-mediated cyclization of spirooxazolidine 4 to the spirobi cyclic compound 5, which is easily converted to the title compound in high yield.