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Asymmetric Induction Effects in the Preparation of Penicillin‐Analogous Thiazepines
Author(s) -
Klar Bernhard,
Imming Peter
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970812
Subject(s) - chemistry , diastereomer , penicillin , steric effects , penicillamine , asymmetric induction , cysteine , stereochemistry , combinatorial chemistry , antibiotics , organic chemistry , biochemistry , enantioselective synthesis , catalysis , enzyme
N ‐Acyldehydroalanines 3 react with cysteine and penicillamine esters to give a single diastereomer of the thiazepines 6 . By modifying this reaction, the requirements for steric control were elucidated and a series of penicillin analogs 6 and 12 prepared.
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