A stereocontrolled synthesis of (-)-detoxinine from L-ascorbic acid

Authors
Delle Monache, G Misiti, D Zappia, G
Citation
G. Delle Monache et al., A stereocontrolled synthesis of (-)-detoxinine from L-ascorbic acid, TETRAHEDR-A, 10(15), 1999, pp. 2961-2973
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
15
Year of publication
1999
Pages
2961 - 2973
Database
ISI
SICI code
0957-4166(19990730)10:15<2961:ASSO(F>2.0.ZU;2-1
Abstract
A stereoselective synthesis of (-)-detoxinine, the core unit of the detoxif ying agent detoxin D-1, is presented. The approach, characterized by the us e of an inexpensive starting material and by the easy and stereoselective p reparation of the key 4,5-disubstituted oxazolidin-2-one 11, proves to be a suitable alternative to the known procedures. (C) 1999 Published by Elsevi er Science Ltd. All rights reserved.