One-pot synthesis of 3-(pyridin-2-yl)-2,3-dihydroazetes via Rh(II)-catalyzed reaction of diazoesters with trimethylsilyl-protected 2-(pyridin-2-yl)-2H-azirines

Результат исследований: Научные публикации в периодических изданияхстатья

1 Цитирования (Scopus)

Аннотация

A one-pot method for the synthesis of 3-(pyridin-2-yl)-2,3-dihydroazetes was developed on the basis of Rh 2 (esp) 2 -catalyzed reaction of diazoesters with 3-aryl-2-(pyridin-2-yl)-2H-azirines. To prevent deactivation of the catalyst with the pyridine-containing azirine reactant, the trimethylsilyl protection of pyridine nitrogen was used. The insertion and removal of the protecting group were carried out as a one-pot synthesis. Reactions involving ethyl 2-diazo-3,3,3-trifluoropropanoate proceed stereoselectively with the formation of only the
(2RS,3SR)-isomer of the dihydroazete, which is due to the thermodynamic control of the process.
Язык оригиналаАнглийский
Страницы (с-по) 1185–1189
Число страниц5
ЖурналChemistry of Heterocyclic Compounds
Том55
Номер выпуска12
DOI
СостояниеОпубликовано - 27 дек 2019

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