Issue 3, 1999

Aldehydes and ketones as dipolarophiles: application to the synthesis of oxapenams

Abstract

2-Substituted (6a–e) and 2, 2-disubstituted oxapenams (6f–g) are obtained in one step by thermolysis of the β-lactam-based oxazolidinone 4 in the presence of aldehydes and reactive ketones respectively; the C(6)-substituted oxazolidinone variant 7 reacts with hexafluoroacetone to give the enantiomerically pure oxapenam 8.

Supplementary files

Article information

Article type
Paper

Chem. Commun., 1999, 249-250

Aldehydes and ketones as dipolarophiles: application to the synthesis of oxapenams

M. D. Andrews, G. A. Brown, J. P. H. Charmant, T. M. Peakman, A. Rebello, K. E. Walsh, T. Gallagher and N. J. Hales, Chem. Commun., 1999, 249 DOI: 10.1039/A808688E

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