Stereoselective Amine Addition to Six-Membered Cyclic Nitronates Promoted by Silyl Triflateстатья
Статья опубликована в высокорейтинговом журнале
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Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 11 сентября 2018 г.
Аннотация:Abstract Six-membered cyclic nitronates couple with amines or their N-silyl derivatives in a diastereoselective fashion to give 3-amino-substituted nitroso acetals in 53–89 % yield through silyl triflate electrophilic catalysis. Stereodifferentiation of this process is determined by thermodynamic control, which is realized due to reversibility of amine addition and a decreased nitrogen inversion barrier in the resulting nitroso acetals. Selected chemical transformations of nitroso acetals were examined.