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Stereospecific Preparation of γ‐Lactam Derivatives via Ring Expansion of cis and trans β‐Lactam Derivatives: α‐Substituent Effect of β‐Lactam Derivatives
Author(s) -
Lee MiJi,
Ahn Chuljin
Publication year - 2016
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.10697
Subject(s) - lactam , chemistry , substituent , diastereomer , ring (chemistry) , stereochemistry , stereospecificity , alkyl , catalysis , organic chemistry
The various substituted γ‐lactam derivatives have been prepared stereospecifically via ring expansion from the corresponding β‐lactam derivatives. The stereochemistry of γ‐lactams with aryl and alkyl substituents on C‐3 has been investigated systematically. The former, which have phenyl or thiophenyl group on C‐3 has shown a single anti, anti γ‐lactam diastereomer. The latter, which have methyl or ethyl group on C‐3 has shown anti, anti γ‐lactam and syn, anti γ‐lactam diastereomers.