Diastereoselective synthesis of N-protected beta-amino-alpha-hydroxyacids (norstatines) from urethane N-carboxyanhydrides (UNCAs)

Authors
Audin, P Pothion, C Fehrentz, JA Loffet, A Martinez, J Paris, J
Citation
P. Audin et al., Diastereoselective synthesis of N-protected beta-amino-alpha-hydroxyacids (norstatines) from urethane N-carboxyanhydrides (UNCAs), J CHEM R-S, (4), 1999, pp. 282-283
Citations number
11
Categorie Soggetti
Chemistry
Journal title
JOURNAL OF CHEMICAL RESEARCH-S
ISSN journal
03082342 → ACNP
Issue
4
Year of publication
1999
Pages
282 - 283
Database
ISI
SICI code
0308-2342(199904):4<282:DSONB(>2.0.ZU;2-#
Abstract
beta-Amino-alpha-hydroxyacids (norstatines) are prepared from urethane N-pr otected carboxyanhydrides (UNCAs); the key step is the diastereoselective r eduction of a keto-acetylenic compound, which lead is, with syn diastereose lectivity, to the corresponding propargylic alcohol.