COMPLETELY REGIOSELECTIVE OXIRANE OPENING OF (2S, 3R, OXY-4,5-O-ISOPROPYLIDENE-4,5-DIHYDROXYPENTANOAMIDE BY NITROGEN NUCLEOPHILES

Authors
VALPUESTA M DURANTE P LOPEZHERRERA FJ
Citation
M. Valpuesta et al., COMPLETELY REGIOSELECTIVE OXIRANE OPENING OF (2S, 3R, OXY-4,5-O-ISOPROPYLIDENE-4,5-DIHYDROXYPENTANOAMIDE BY NITROGEN NUCLEOPHILES, Tetrahedron letters, 36(26), 1995, pp. 4681-4684
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
26
Year of publication
1995
Pages
4681 - 4684
Database
ISI
SICI code
0040-4039(1995)36:26<4681:CROOO(>2.0.ZU;2-M
Abstract
The trans-2,3-epoxyamide 3 reacts regioselectively and stereospecifica lly with nitrogen nucleophiles to give anti alpha-Nitrogen-beta-hydrox yamide derivatives 4-8. Its highly stereoselective preparation and the se opening reactions constitute a useful method for the preparation of many functionalized chiral templates.