Stereochemistry and ring opening of a carbocyclic analogue of a 1-oxapenam

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Agathocleous, D., Cox, Graham and Page, Michael I. (1986) Stereochemistry and ring opening of a carbocyclic analogue of a 1-oxapenam. Tetrahedron Letters, 27 (14). pp. 1631-1634. ISSN 0040-4039

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Official URL: http://dx.doi.org/10.1016/S0040-4039(00)84333-6

DOI: 10.1016/S0040-4039(00)84333-6

Abstract

The cycloaddition of succinimido ketene to 2,3-dihydrofuran yields P- -succinimido bicyclo [3.2.0] 2-oxoheptan-6-one. This unusual stereochemistry is confirmed by 1H NMR and X-ray crystallography. The cyclobutanone product undergoes ring opening in concentrated hydrochloric acid to give 1-succinimido-5-chloro-2-pentanone.

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 13:30
Last Modified:	11 Nov 2009 13:30
URI:	http://eprints.hud.ac.uk/id/eprint/6179

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