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A convenient route to α‐amido‐β‐lactams
Author(s) -
Bose Ajay K.,
Manhas M. S.,
Gala K.,
Sahu D. P.,
Hegde V.
Publication year - 1980
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.5570170808
Subject(s) - chemistry , lactam , salt (chemistry) , ruthenium , combinatorial chemistry , beta lactam , organic chemistry , stereochemistry , catalysis , biochemistry , antibiotics
Dedicated to Professor John C. Sheehan on the occasion of his sixty‐fifth birthday. A method for the synthesis of α‐amido‐β‐lactams without the intermediacy of an α‐amino‐β‐lactam is described. The appropriate β‐keto ester is used for preparing a vinylamino β‐lactam via a “Dane salt” by a previously reported method. Oxidation with ruthenium tetroxide and periodic acid of this product leads directly to the desired “V”, or “G” or analogous α‐amido side chain.