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Diastereoselective Synthesis of trans-β-Lactams Using a Simple Multifunctional Catalyst

Ciby J. Abraham, Daniel H. Paull, Cajetan Dogo-Isonagie, Thomas Lectka*

*Department of Chemistry, New Chemistry Building, Johns Hopkins University, 3400 North Charles Street, Baltimore, Maryland 21218, USA, Email:

C. J. Abraham, D. H. Paull, C. Dogo-Isonagie, T. Lectka, Synlett, 2009, 1651-1654.

DOI: 10.1055/s-0029-1217348 (free Supporting Information)


A catalytic, highly diastereoselective synthesis of trans-β-lactams is based on a phosphonium fluoride precatalyst that both activates the nucleophile and directs the reaction process for high yield and diastereoselectivity.

see article for more examples

The Development of the First Catalyzed Reaction of Ketenes and Imines: Catalytic, Asymmetric Synthesis of β-Lactams

A. E. Taggi, A. M. Hafez, H. Wack, B. Young, D. Ferraris, T. Lectka, J. Am. Chem. Soc., 2002, 124, 6626-6635.

Key Words

β-lactams, diastereoselectivity, cycloaddition, organocatalysis, imine, ketene acetal, phosphonium fluoride precatalyst

ID: J60-Y2009-1840