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Kowalski Ester Homologation. Application to the Synthesis of β-Amino Esters

Diane Gray, Carmen Concellón and Timothy Gallagher

*School of Chemistry, University of Bristol, Bristol BS8 1TS, U.K. Email: t.gallagherbristol.ac.uk

D. Gray, C. Concellón, T. Gallagher, J. Org. Chem., 2004, 69, 4849-4851.

DOI: 10.1021/jo049562h


Abstract

The Kowalski ester homologation protocol has been applied to a representative range of α-amino esters to provide β-amino esters with excellent levels of enantio- and diastereocontrol. Since the Kowalski protocol avoids the need to handle hazardous intermediates, such as diazomethane and diazoketones, this straighforward one-pot reaction is especially attractive for larger scale.

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Key Words

Kowalski Ester Homologation, β-Amino Esters


ID: J42-Y2004