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Communication | Regular issue | Vol 71, No. 11, 2007, pp.2321-2324
Published online, 7th August, 2007
DOI: 10.3987/COM-07-11134
Unprecedented Stereocontrol of β-Lactam Formation Derived from N-Cinnamylidenearylamine

Bimal K. Banik,* Hector Aguilar, and Daniel Cordova

*Department of Chemistry, The University of Texas-Pan American, 1201 West Univeristy Drive, Edinburg, Texas 78541, U.S.A.

Abstract

Formation of β-lactams by the reaction of acid chloride, N-cinnamylidenearylamine and a tertiary amine seems to involve multiple pathways. Microwave-induced irradiation and high temperature lead to preferential formation (95-100 %) of trans β-lactams derived from conjugated imines.