Diastereoselective alkylation of cyclo-β-dipeptides en route to enantiopure β-amino acids*
Eusebio Juaristi and Judit Aviña
Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado Postal 14-740, 07000-México, D. F., México
Abstract: The cyclization of various β-amino acids with PhP(O)Cl2 affords cyclo-β-dipeptides, whose boat conformation is probably responsible for the high diastereoselectivity observed in the alkylation reactions of their lithium enolate derivatives.
Keywords: β-amino acids; β-peptides; diastereoselective reactions; enantioselective; pyrimidinones.
*An issue of reviews and research papers based on lectures presented at the 15th International Conference on Organic Synthesis (ICOS-15), held in Nagoya, Japan, 1-6 August 2004, on the theme of organic synthesis. Other presentations are published in this issue, pp. 1087-1296.