N-Phthaloyl-(S)-alanyl chloride as a chiral resolving agent for the kinetic resolution of heterocyclic amines

• DOI: 10.1016/j.tetasy.2004.01.025
• Publication Date: 2004-02-26T13:25:52Z
• Authors: Victor P. Krasnov; Galina L. Levit; Mikhail I. Kodess; Valery N. Charushin; Oleg N. Chupakhin
• Keywords: Kinetic resolution; Acyl chloride

Acylation of heterocyclic amines with N-phthaloyl-(S)-alanyl chloride under kinetic resolution conditions resulted in the predominant formation of (S,S)-amides. The diastereoselectivity of resolution depended heavily on the structure of the resolved amine.