Opening of the thiazolidine ring of penicillin derivatives

Davis, Andrew M. and Page, Michael I. (1985) Opening of the thiazolidine ring of penicillin derivatives. Chemical Communications (23). pp. 1702-1704. ISSN 1359-7345

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Abstract

Penicilloic acid derivatives undergo two types of reversible thiazolidine ring opening reactions; in aqueous alkaline solution methyl benzylpenicilloate ring opens to give an enamine intermediate by a base-catalysed elimination process involving C-6-H whereas benzylpenicilloic acid epimerises at C-5 by unimolecular ring opening to form an intermediate iminium ion

Item Type:	Article
Subjects:	Q Science > Q Science (General) Q Science > QD Chemistry
Schools:	School of Applied Sciences
Related URLs:	Author
Depositing User:	Sharon Beastall
Date Deposited:	11 Nov 2009 12:30
Last Modified:	11 Nov 2009 12:30
URI:	http://eprints.hud.ac.uk/id/eprint/6172

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