Issue 0, 1984
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Preparation and properties of substituted 6β-vinylpenicillanic acids

Christopher D. Foulds,   Albert A. Jaxa-Chamiec,   Anthony C. O'Sullivan  and  Peter G. Sammes  

Abstract

Routes to the title compounds are described, either using the selective addition of thiols to the known 6-allylidenepenicillanic acids or by the conjugate addition of Grignard derivatives, derived from 6,6-di-bromopenicillanates, to substituted acrylates and acrylamides, followed by stereoselective reduction of the remaining 6-bromo-group to produce the 6β-substituted penicillanates. The 6β-derivatives containing the acryloyl side-chain were relatively unstable and readily underwent intramolecular rearrangement to the corresponding thiazepinones.

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Article information

DOI
https://doi.org/10.1039/P19840000021
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1984, 21-28

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Preparation and properties of substituted 6β-vinylpenicillanic acids

C. D. Foulds, A. A. Jaxa-Chamiec, A. C. O'Sullivan and P. G. Sammes, J. Chem. Soc., Perkin Trans. 1, 1984, 21 DOI: 10.1039/P19840000021

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