Stereochemistry of the [3+2] cycloaddition of acrylonitrile to the N-oxide of 5-methyl-4,5-dihydro-3H-spiro[benz-2-azepine-3,1′-cyclohexane]

The [3+2] cycloaddition of acrylonitrile to the N-oxide of 5-methyl-4,5-dihydro-3H-spiro[benz-2- azepine-3,1′-cyclohexane] under conditions of both kinetic and thermodynamic control proceeds without regioselectivity or stereoselectivity with the formation of eight isomeric 1-cyano- and 2-cyano-7-methyl-1,2,4,6,7,11b-hexahydro-5H-spiro [isoxazolidino[3,2-a]benz-2-azepine-5,1′-cyclohexanes], six of which were isolated in an individual state. Their structure and stereochemistry were established by 1H NMR.

Авторы
Varlamov A.V. 1 , Zubkov F.I. 1 , Turchin K.F.2 , Chernyshev A.I. 1 , Borisov R.S. 1
Редакторы
-
Издательство
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Номер выпуска
10
Язык
Английский
Страницы
1244-1250
Статус
Опубликовано
Подразделение
-
Номер
-
Том
37
Год
2001
Организации
  • 1 Russian Peoples Friendship University, Moscow 117927, Russian Federation
  • 2 Center for Drug Chemistry, All-Russian Pharmaceutical Chemistry Research Institute, Moscow 119815, Russian Federation
Ключевые слова
[3+2] cycloaddition; Alkenes; Benz-2-azepines; Cyclic nitrones; Spiro compounds
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/310/