Wagner–Meerwein rearrangement in 2,6a-epoxyoxireno[e]isoindole series

[Figure not available: see fulltext.] A cation-catalyzed Wagner–Meerwein skeletal rearrangement in octahydro-2,6a-epoxyoxireno[e]isoindole series was studied. It was shown that the reaction proceeds ambiguously when effected by boron trifluoride etherate in acetic anhydride: the target 4,5-bis(acetoxy)-4,6-epoxycyclopenta[c]pyridines as well as the products of their further degradation, cyclopenta[c]pyridines, were isolated from the reaction mixture in 10–15% yields as single diastereomers. © 2016, Springer Science+Business Media New York.

Авторы
Издательство
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Номер выпуска
9
Язык
Английский
Страницы
736-742
Статус
Опубликовано
Том
52
Год
2016
Организации
  • 1 Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 2 V. A. Engelgardt Institute of Molecular Biology, Russian Academy of Sciences, 32 Vavilov St., Moscow, 119991, Russian Federation
Ключевые слова
2,6a-epoxyoxireno[e]isoindoles; 4,6-epoxycyclopenta[c]pyridines; intramolecular Diels–Alder reaction; isoindole; Wagner–Meerwein rearrangement
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/3840/
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