Synthesis 2006(18): 3092-3098  
DOI: 10.1055/s-2006-950181
PAPER
© Georg Thieme Verlag Stuttgart · New York

A New Approach to the Synthesis of β-Amino Acids

Claudia Della Rosa, Salvador Gil, Pablo Rodríguez, Margarita Parra*
Department de Organic Chemistry, Universitat de València, C/Dr. Moliner 50, 46100 Burjassot, Spain
Fax: +34(9)639083152; e-Mail: Margarita.Parra@uv.es;
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Publikationsverlauf

Received 23 March 2006
Publikationsdatum:
15. August 2006 (online)

Abstract

A detailed study of the addition of the dianions of carboxylic acids to isocyanates is presented. The use of sub-stoichiometric amounts of the amine in the generation of the dianion leads to an optimized process, which prevents the formation of urea derivatives due to the secondary reaction of isocyanates with the amine. This methodology is a new approach to the synthesis of β-amino acids with better control of α-substitution than previously described.