STEREOSELECTIVE FORMATION OF TRICYCLIC CEPHALOSPORINS IN REACTIONS OFCEPHEM PHOSPHORUS YLIDES AND KETOALDEHYDES

Authors
PITLIK J GUNDA TE BATTA G JEKO J
Citation
J. Pitlik et al., STEREOSELECTIVE FORMATION OF TRICYCLIC CEPHALOSPORINS IN REACTIONS OFCEPHEM PHOSPHORUS YLIDES AND KETOALDEHYDES, Bioorganic & medicinal chemistry letters, 3(11), 1993, pp. 2451-2456
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
11
Year of publication
1993
Pages
2451 - 2456
Database
ISI
SICI code
0960-894X(1993)3:11<2451:SFOTCI>2.0.ZU;2-J
Abstract
Novel tricyclic cephalosporins (3a-d) and cephem 3-alpha,beta-unsatura ted ketones (2c-f) were obtained in a Wittig-type approach with cephal osporin C-3 phosphorus ylides and keto-substituted aldehydes in comple tely stereoselective reactions. The product ratio was found to be a fu nction of the substituent on the aldehyde. Structure elucidation of th e products was carried out by means of NMR methods and molecular mecha nics.