Total synthesis of tricyclic beta-lactams

Authors
Hanessian, S Reddy, B
Citation
S. Hanessian et B. Reddy, Total synthesis of tricyclic beta-lactams, TETRAHEDRON, 55(11), 1999, pp. 3427-3443
Citations number
54
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
11
Year of publication
1999
Pages
3427 - 3443
Database
ISI
SICI code
0040-4020(19990312)55:11<3427:TSOTB>2.0.ZU;2-B
Abstract
The synthesis of tricyclic carbapenam and penems was achieved by highly ste reoselective Lewis acid-catalyzed reactions of 4-substituted 1-trimethylsil yloxyfurans with a 4-acetoxy azetidinone chiron, and further elaboration of the resulting condensation products using intramolecular Michael cyclizati ons. (C) 1999 Elsevier Science Ltd. All rights reserved.