1239897-01-8Relevant articles and documents
Acylative kinetic resolution of racemic amines using N-phthaloyl-(S)-amino acyl chlorides
Gruzdev, Dmitry A.,Levit, Galina L.,Krasnov, Victor P.,Chulakov, Evgeny N.,Sadretdinova, Liliya Sh.,Grishakov, Aleksandr N.,Ezhikova, Marina A.,Kodess, Mikhail I.,Charushin, Valery N.
experimental part, p. 936 - 942 (2010/08/19)
A comparative study of the kinetic resolution of racemic 2-methyl-1,2,3,4-tetrahydroquinoline and 2,3-dihydro-3-methyl-4H-1,4-benzoxazine using N-phthaloyl-(S)-amino acyl chlorides as chiral acylating agents is described. Temperature and solvent effects on the stereochemical features have been examined. It has been found that N-phthaloyl-(S)-phenylalanyl and N-phthaloyl-(S)-2-phenylglycyl chlorides bearing aromatic substituents close to the stereogenic centre are more stereoselective acylating agents than N-phthaloyl-(S)-alanyl chloride. For the preparative kinetic resolution of racemic amines N-phthaloyl-(S)-phenylalanyl chloride proved to be the most appropriate chiral acylating agent.