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Issue 3, 1999
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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.

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Supplementary files


Article type: Paper
DOI: 10.1039/A808688E
Citation: Chem. Commun., 1999,0, 249-250
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    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, 0, 249
    DOI: 10.1039/A808688E

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