Diastereoselective synthesis of a bicyclic β-lactam with penicillin G-like spectrum of activity by carbonylation of an acyclic diaminocarbene-Reference-Cited by-同舟云学术

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

Published:2014 Issue:18 Volume:50 Page:2341-2343
ISSN:1359-7345
Container-title:Chem. Commun.
language:en
Short-container-title:Chem. Commun.

Author:

Schulz Tim¹²³,Färber Christian¹²³,Leibold Michael¹²³,Bruhn Clemens¹²³,Prochnow Pascal⁴⁵⁶,Bandow Julia E.⁴⁵⁶,Schneider Tanja⁷⁸⁹,Porsch Timo¹⁰¹¹¹²,Holthausen Max C.¹⁰¹¹¹²,Siemeling Ulrich¹²³

Affiliation:

1. Institute of Chemistry

2. University of Kassel

3. D-34132 Kassel, Germany

4. Biology of Microorganisms

5. Ruhr University Bochum

6. D-44801 Bochum, Germany

7. Pharmaceutical Microbiology

8. University of Bonn

9. D-53115 Bonn, Germany

10. Institut für Anorganische und Analytische Chemie

11. Johann Wolfgang Goethe-Universität Frankfurt

12. D-60438 Frankfurt am Main, Germany

Abstract

Staudinger, retro-Wolff, pro-Fleming: CO reacts with a persistent carbene to a ketene, which rearranges to a transient carbene, which affords a bicyclic β-lactam by C–H insertion.

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2014/CC/C3CC48538B

Reference46 articles.

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5. CASPT2 Study of Photodissociation Pathways of Ketene

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