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Alkylation and arylation at the C‐3′ side chain position of cephalosporins via a pummerer intermediate
Author(s) -
Gourdoupis Christos G.,
Stamos Ioannis K.
Publication year - 1996
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570330371
Subject(s) - chemistry , pummerer rearrangement , trifluoroacetic anhydride , nucleophile , side chain , trifluoroacetic acid , lactam , cephalosporin , alkylation , lewis acids and bases , organic chemistry , stereochemistry , catalysis , acetic anhydride , biochemistry , antibiotics , polymer
The Pummerer intermediate generated from a 3‐exomethylene‐1‐oxocephem with trifluoroacetic anhydride was trapped intermolecularly in the presence of a Lewis acid by some aromatic or olefinic nucleophiles.