Вид документа : Статья из журнала
Шифр издания : 54/D 62
Автор(ы) : Chupakhin O. N., Zyryanov G. V., Rusinov V. L., Krasnov V. P., Levit G. L., Koroleva M. A., Kodess M. I.
Заглавие : Direct diastereoselective addition of l-menthol to activated 1,2,4-triazin-5(4H)-one
Место публикации : Tetrahedron Letters. - 2001. - Vol. 42, № 12. - С. 2393-2395
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: For the first time in a triazine series it has been found that addition of a chiral O-nucleophile, l-menthol, to the C6-unsubstituted atom of 3-phenyl-1,2,4-triazin-5(4H)-one 1 activated by aliphatic acid anhydrides proceeds diastereoselectively to form a mixture of 1-acyl-6-[(1?R,3?R,4?S)-menthyl-3?)]-3-phenyl-(6S)-1,6-dihydro-1,2,4-triazin-5(4H)-ones 2 and 1-acyl-6-[(1?R,3?R,4?S)-menthyl-3?)]-3-phenyl-(6R)-1,6-dihydro-1,2,4-triazin-5(4H)-ones 3 in which the diastereomers 2 predominate. The diastereoselectivity of the process improves as the size of the N1-acyl substituent increases????
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Доп.точки доступа:
Chupakhin, O. N.; Zyryanov, G. V.; Rusinov, V. L.; Krasnov, V. P.; Levit, G. L.; Левит Галина Львовна; Koroleva, M. A.; Kodess, M. I.; Кодесс Михаил Исаакович