1,3-Dipolar cycloaddition of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones and nitrile oxides: An experimental and theoretical investigation

Mariia M. Efremova, Alexander P. Molchanov, Alexander S. Novikov, Galina L. Starova, Anna A. Muryleva, Alexander V. Slita, Vladimir V. Zarubaev

Результат исследований: Научные публикации в периодических изданияхстатья

1 Цитирования (Scopus)

Аннотация

Cycloaddition reactions of N-allyl substituted polycyclic derivatives of isoindole-1,3-dione with nitrones proceeds regio- and stereoselectively on the double bond of the N-allyl substituent giving substituted isoxazolidines with good yields. Regioselectivity of the cycloaddition of this dipolarophiles with nitrile oxides depends on the structure of unsaturated hydrocarbon scaffold and the reaction selectively leads to adducts on endocyclic or the double bond of the N-allyl substituent. DFT calculations were used to investigate the reasons of the selectivity.

Язык оригиналаанглийский
Номер статьи131104
ЖурналTetrahedron
Том76
Номер выпуска15
Ранняя дата в режиме онлайн6 мар 2020
DOI
СостояниеОпубликовано - 10 апр 2020

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Предметные области Scopus

  • Органическая химия
  • Поиск новых лекарств
  • Биохимия

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