H. Kubota, A. Kubo, K. Nunami
May 9, 1994
Citations
0
Influential Citations
16
Citations
Journal
Tetrahedron Letters
Abstract
Abstract A kinetic resolution by stereospecific amination using 2-oxoimidazolidine-4-carboxylate as a novel chiral auxiliary was investigated. The reaction of tert-butyl (4S)-1-methyl-3-(2-bromopropionyl)-2-oxoimidazolidine-4-carboxylate (5) with an equimolar benzylamine in CH2Cl2 proceeded stereospecifically to afford tert-butyl (4S)-1-methyl-3-(2R)-2-benzylaminopropionyl)-2-oxoimidazolidine-4-carboxylate ((S,R)-4) in a good yield, while (S,R)-5 was recovered quantitatively.