Synthesis of Optically Active 4-Alkoxycarbonyl-β-lactams from L-Aspartic Acid

M. García-Alvarez Departamento de Ingeniería Química, Universidad Politécnica de Cataluña E.T.S. de Ingenieros Industriales, Diagonal, 647 08028, Barcelona, Spain

F. López-Carrasquero Departamento de Ingeniería Química, Universidad Politécnica de Cataluña E.T.S. de Ingenieros Industriales, Diagonal, 647 08028, Barcelona, Spain

E. Tort Departamento de Ingeniería Química, Universidad Politécnica de Cataluña E.T.S. de Ingenieros Industriales, Diagonal, 647 08028, Barcelona, Spain

A. Rodríguez-Galán Departamento de Ingeniería Química, Universidad Politécnica de Cataluña E.T.S. de Ingenieros Industriales, Diagonal, 647 08028, Barcelona, Spain

S. Muñoz-Guerra Departamento de Ingeniería Química, Universidad Politécnica de Cataluña E.T.S. de Ingenieros Industriales, Diagonal, 647 08028, Barcelona, Spain

Abstract

Cyclization of L-aspartic acid to (S)-4-benzyloxycarbonyl-2-azetidinone followed by transesterification of this compound in the presence of titanium (IV) tetrabutoxide proved to be an exceedingly efficient method of general application for the preparation of (S)-4-alkoxycarbonyl-β-lactams.

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Synthesis of Optically Active 4-Alkoxycarbonyl-β-lactams from L-Aspartic Acid

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Synthesis of Optically Active 4-Alkoxycarbonyl-β-lactams from L-Aspartic Acid

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