Вид документа : Статья из журнала
Шифр издания : 54/A 19
Автор(ы) : Vakarov S. A., Gruzdev D.A., Chulakov E.N., Sadretdinova L. Sh., Tumashov A. A., Pervova M. G., Ezhikova M. A., Kodess M. I., Levit G. L., Krasnov V. P., Charushin V. N.
Заглавие : Acylative kinetic resolution of racemic heterocyclic amines with (R)-2-phenoxypropionyl chloride
Место публикации : Tetrahedron: Asymmetry . - 2016. - Vol. 27, № 24. - С. 1231-1237
Примечания : Bibliogr. : p. 1236-1237 (15 ref.)
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): heterocyclic amines --benzoxazines-- 2-methylindoline--kinetic resolution
Аннотация: The acylative kinetic resolution of racemic heterocyclic amines such as 3,4-dihydro-3-methyl-2H-[1,4]benzoxazines, 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine, 2-methyl-1,2,3,4-tetrahydro-quinolines and 2-methylindoline with enantiopure (R)-2-phenoxypropionyl chloride has been studied. It has been found that acylation of 3,4-dihydro-3-methyl-2H-[1,4]benzothiazine proceeds with the best stereoselectively when compared with other racemic amines. An efficient method for the preparation of (S)-3,4-dihydro-3-methyl-2H-[1,4]benzothiazine (99.4% ee) via a kinetic resolution protocol was developed. The possibility of recycling (R)-2-phenoxypropionic acid has been demonstrated.

Доп.точки доступа:
Vakarov, S. A.; Gruzdev, D.A.; Chulakov, E.N.; Sadretdinova, L. Sh.; Tumashov, A. A.; Pervova, M. G.; Ezhikova, M. A.; Kodess, M. I.; Levit, G. L.; Krasnov, V. P.; Charushin, V. N.