EFFICIENT SYNTHESIS OF CARBAPENEMS VIA THE OXALIMIDE CYCLIZATION - MANIPULATION OF PROTECTING GROUPS AT THE OXALIMIDE STAGE

Citation
Sa. King et al., EFFICIENT SYNTHESIS OF CARBAPENEMS VIA THE OXALIMIDE CYCLIZATION - MANIPULATION OF PROTECTING GROUPS AT THE OXALIMIDE STAGE, Tetrahedron letters, 36(26), 1995, pp. 4563-4566
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
26
Year of publication
1995
Pages
4563 - 4566
Database
ISI
SICI code
0040-4039(1995)36:26<4563:ESOCVT>2.0.ZU;2-Z
Abstract
An efficient synthesis of the carbapenem nucleus from TBDMS protected acetoxyazetidinone via oxalimide cyclization technology is demonstrate d. A key step is desilylation of the oxalimide intermediate. Access to a variety of protecting group schemes is demonstrated.