Synthesis of bicyclic proline analogs using a formal [3+2] intramolecular aziridine-allylsilane cycloaddition reaction

Authors
Bergmeier, SC Fundy, SL Seth, PP
Citation
Sc. Bergmeier et al., Synthesis of bicyclic proline analogs using a formal [3+2] intramolecular aziridine-allylsilane cycloaddition reaction, TETRAHEDRON, 55(26), 1999, pp. 8025-8038
Citations number
38
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
26
Year of publication
1999
Pages
8025 - 8038
Database
ISI
SICI code
0040-4020(19990625)55:26<8025:SOBPAU>2.0.ZU;2-P
Abstract
Bicyclic proline analogs have a wide range of biological uses. We report he re our synthesis of bicyclic proline analogs using a formal [3+2] intramole cular aziridine-allylsilane cycloaddition reaction. This synthesis allows f or the preparation of both 5-5 and 6-5 fused ring systems and should be ame nable to the preparation of analogs with substitution on the carbocyclic ri ng. (C) 1999 Elsevier Science Ltd. All rights reserved.