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β-Lactams from Fischer Carbene Complexes: Scope, Limitations, and Reaction Mechanism

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β-Lactams: Unique Structures of Distinction for Novel Molecules

Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 30))

Abstract

The irradiation (visible light) of Fischer carbene complexes promotes the reversible insertion of a cis-carbonyl ligand into the metal–carbene carbon bond in a process known as photocarbonylation. This reaction gives rise to the formation of ketene-like complexes which are able to react with nucleophiles to yield a great variety of reaction products. When the nucleophile is an imine, β-lactams are formed in good to excellent yields and with high diastereoselectivities. The scope and limitations of this synthetically useful transformation as well as its reaction mechanism are considered herein.

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Authors and Affiliations

  1. Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040, Madrid, Spain

    Israel Fernández & Miguel A. Sierra

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  1. Israel Fernández
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  2. Miguel A. Sierra
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Correspondence to Miguel A. Sierra .

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Editors and Affiliations

  1. Dept. Chemistry, University of Texas-Pan American, W. University Drive 1201, Edinburg, 78539, Texas, USA

    Bimal K. Banik

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Fernández, I., Sierra, M.A. (2012). β-Lactams from Fischer Carbene Complexes: Scope, Limitations, and Reaction Mechanism. In: Banik, B. (eds) β-Lactams: Unique Structures of Distinction for Novel Molecules. Topics in Heterocyclic Chemistry, vol 30. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_2012_87

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