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Issue 18, 2014
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Diastereoselective synthesis of a bicyclic β-lactam with penicillin G-like spectrum of activity by carbonylation of an acyclic diaminocarbene

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Abstract

Diisopropylamino-cis-2,6-dimethylpiperidinocarbene reacts regio- and diastereoselectively with CO to afford a bicyclic β-lactam with 100% atom efficiency, whose spectrum of activity resembles that of penicillin G or amoxicillin.

Graphical abstract: Diastereoselective synthesis of a bicyclic β-lactam with penicillin G-like spectrum of activity by carbonylation of an acyclic diaminocarbene

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Publication details

The article was received on 08 Nov 2013, accepted on 09 Jan 2014 and first published on 10 Jan 2014


Article type: Communication
DOI: 10.1039/C3CC48538B
Citation: Chem. Commun., 2014,50, 2341-2343
  • Open access: Creative Commons BY license
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    Diastereoselective synthesis of a bicyclic β-lactam with penicillin G-like spectrum of activity by carbonylation of an acyclic diaminocarbene

    T. Schulz, C. Färber, M. Leibold, C. Bruhn, P. Prochnow, J. E. Bandow, T. Schneider, T. Porsch, M. C. Holthausen and U. Siemeling, Chem. Commun., 2014, 50, 2341
    DOI: 10.1039/C3CC48538B

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