Issue 6, 2008

N-Heterocyclic carbene catalysed β-lactam synthesis

Abstract

N-Heterocyclic carbenes promote the formal [2+2] cycloaddition of ketenes with N-tosyl imines to give the corresponding β-lactams in good to excellent isolated yields; chiral NHCs give β-lactams in high e.e. after crystallisation.

Graphical abstract: N-Heterocyclic carbene catalysed β-lactam synthesis

Supplementary files

Article information

Article type
Paper
Submitted
21 Dec 2007
Accepted
22 Jan 2008
First published
12 Feb 2008

Org. Biomol. Chem., 2008,6, 1108-1113

N-Heterocyclic carbene catalysed β-lactam synthesis

N. Duguet, C. D. Campbell, A. M. Z. Slawin and A. D. Smith, Org. Biomol. Chem., 2008, 6, 1108 DOI: 10.1039/B800857B

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