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Pure Appl. Chem., 2005, Vol. 77, No. 7, pp. 1235-1241

http://dx.doi.org/10.1351/pac200577071235

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.