Вид документа : Статья из журнала
Шифр издания : 54/A 10
Автор(ы) : Korotaev V.Yu., Sosnovskikh V. Ya., Barkov A. Yu., Slepukhin P. A., Ezhikova M. A., Kodess M. I., Shklyaev Yu. V.
Заглавие : A simple synthesis of the pentacyclic lamellarin skeleton from 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl(benzyl)-3,4-dihydroisoquinolines
Место публикации : Tetrahedron. - 2011. - Vol. 67, № 45. - С. 8685-8698
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Ключевые слова (''Своб.индексиров.''): lamellarin alkaloids--isoquinoline derivatives--heterocyclic system
Аннотация: The basic structural framework of lamellarin alkaloids, 8,9-dihydro-6H-chromeno[4?,3?:4,5]pyrrolo[2,1-a]isoquinoline derivatives, has been obtained in good yields via Grob synthesis between 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl-3,4-dihydroisoquinolines in refluxing isobutanol. In the case of 1-benzyl-3,4-dihydroisoquinolines, a dynamic NMR effect was observed in the 1H and 19F NMR spectra of the products as a result of restricted rotation about the single bond linking the benzene ring and the heterocyclic system. When the reaction was carried out with 3-nitro-2-(trichloromethyl)-2H-chromenes in toluene at room temperature, only Michael adducts, as a mixture of two diastereomers, were isolated.??????--------------------------------------------------------------------------------??
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Korotaev, V.Yu.; Sosnovskikh, V. Ya.; Barkov, A. Yu.; Slepukhin, P. A.; Ezhikova, M. A.; Kodess, M. I.; Кодесс Михаил Исаакович; Shklyaev, Yu. V.