Journal ArticleDOI
Nuclear analogues of beta-lactam antibiotics. 2 The total synthesis of 8-oxo-4-thia-z-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acids.
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This article is published in Journal of the American Chemical Society.The article was published on 1977-03-30. It has received 88 citations till now. The article focuses on the topics: Ene reaction & Total synthesis.read more
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Iodotrimethylsilane—a versatile synthetic reagent
George A. Olah,Subhash C. Narang +1 more
Journal ArticleDOI
The asymmetric synthesis of β-lactam antibiotics - I. application of chiral oxazolidones in the staudinger reaction.
David A. Evans,Eric B. Sjogren +1 more
TL;DR: In this paper, the reactions of oxazolidone with N-benzylimines proceed with exceptional levels of asymmetric induction to form the cycloadducts, and subsequent dissolving metal reduction affords the homochiral β-lactam derivatives in good overall yield.
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Preparation of β-lactams by [2+2] cycloaddition of ketenes and imines ☆
Nanyan Fu,Thomas T. Tidwell +1 more
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Chromogenic depsipeptide substrates for beta-lactamases and penicillin-sensitive DD-peptidases.
TL;DR: Various ester and thioester derivatives of hippuric acid have been prepared which were substrates of both beta-lactamases and DD-peptidases, and surprisingly, the enzymes acted rather efficiently on substrates which did not contain any chiral centre.
Journal ArticleDOI
Design, Synthesis, and Proposed Active Site Binding Analysis of Monocyclic 2-Azetidinone Inhibitors of Prostate Specific Antigen
Robert M. Adlington,Jack E. Baldwin,Gerald W. Becker,Beining Chen,Leifeng Cheng,Stephen L. Cooper,Hermann Robert Bell,Trevor J. Howe,William McCoull,Ann M. McNulty,Blake Lee Neubauer,Gareth J. Pritchard +11 more
TL;DR: It is concluded that the design approach has been successful in developing PSA inhibitors and could also be applied to the inhibition of other enzymes, especially in the absence of crystallographic information.