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Letter

Synthesis of β-Lactams from Diazoketones and Imines: The Use of Microwave Irradiation

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Michael R. Linder and Joachim Podlech*

Institut fr Organische Chemie der Universitt Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany

Org. Lett., 2001, 3 (12), pp 1849–1851

DOI: 10.1021/ol015891+

Publication Date (Web): May 12, 2001

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, joachim.podlech@po.uni-stuttgart.de

Abstract

The transformation of diazoketones derived from α-amino acids to ketenes that, in turn, react further with imines to afford β-lactams, can be realized not only by utilizing photochemical reaction conditions but also under the action of microwave irradiation. Under the latter reaction conditions 4-alkenyl-substituted β-lactams derived from amino acids, substrates that were not previously accessible, have been prepared. β-Lactams possessing a trans-substitution pattern at the ring were obtained exclusively.

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Published In Issue June 14, 2001
Received March 26, 2001

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Letter

Synthesis of β-Lactams from Diazoketones and Imines: The Use of Microwave Irradiation