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Synthèse de céphalosporine‐lactones
Author(s) -
Petrzilka Théodor,
Prasad Kapa K.,
Schmid Gérard
Publication year - 1977
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19770600844
Subject(s) - chemistry , halogenation , acetic acid , condensation , zinc , acetylation , organic chemistry , biochemistry , physics , gene , thermodynamics
Condensation of azetidinones 2a and 2b with mercaptan 3 gave respectively compound 10 or a 1:1 mixture of 17 and 17 ′. Bromination of 10 , afforded cis and trans ‐bromohydrins 13a and of 17 and 17 ′ cis and trans ‐bromohydrins 18a . Acetylation and reduction with zinc and acetic acid of these bromohydrins gave cephems 4a or 4b and 4b ′ respectively.