Synthesis of isoxazolidin-5-ones via stereocontrolled Michael additions ofbenzylhydroxylamine to L-serine derived alpha,beta-unsaturated esters

Authors
Merino, P Franco, S Merchan, FL Tejero, T
Citation
P. Merino et al., Synthesis of isoxazolidin-5-ones via stereocontrolled Michael additions ofbenzylhydroxylamine to L-serine derived alpha,beta-unsaturated esters, TETRAHEDR-A, 9(22), 1998, pp. 3945-3949
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
9
Issue
22
Year of publication
1998
Pages
3945 - 3949
Database
ISI
SICI code
0957-4166(19981127)9:22<3945:SOIVSM>2.0.ZU;2-Q
Abstract
The synthesis of optically active isoxazolidin-5-ones from alpha,beta-unsat urated esters is reported. The key features of this synthetic sequence incl ude the stereocontrolled Michael addition of benzylhydroxylamine to alkenes 7 and 8 and the intramolecular cyclization to the target compounds (C) 199 8 Elsevier Science Ltd. All rights reserved.