Imidazol-5-one as an Acceptor in Donor–Acceptor Cyclopropanes: Cycloaddition with Aldehydesстатья
Статья опубликована в высокорейтинговом журнале
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Дата последнего поиска статьи во внешних источниках: 13 мая 2020 г.
Аннотация:Spiro[imidazol-5-one-4,1′-cyclopropanes] behave as donor–acceptor (D–A) cyclopropanes in a formal cycloaddition reaction with aldehydes. The activation of such type of cyclopropanes is achieved with an equivalent of Brønsted acid. The reaction proceeds in high yields of 51–92% and demonstrates moderate diastereoselectivity at the quaternary stereocenter, which is determined by the electron-donating nature of the aldehyde partner. The ease of separation of stereoisomers allowed the creation of a library of 44 spiroannulated tetrahydrofurans with various substitution patterns.