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Synthesis of beta-lactams from diazoketones and imines: the use of microwave irradiation.

作者信息

Linder M R, Podlech J

机构信息

Institut für Organische Chemie der Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany.

出版信息

Org Lett. 2001 Jun 14;3(12):1849-51. doi: 10.1021/ol015891+.

Abstract

[see reaction]. The transformation of diazoketones derived from alpha-amino acids to ketenes that, in turn, react further with imines to afford beta-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 beta-lactams derived from amino acids, substrates that were not previously accessible, have been prepared. beta-Lactams possessing a trans-substitution pattern at the ring were obtained exclusively.

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