Analytical and Bioanalytical Chemistry, Год журнала: 2024, Номер 416(25), С. 5431 - 5443
Опубликована: Июнь 6, 2024
Язык: Английский
Analytical and Bioanalytical Chemistry, Год журнала: 2024, Номер 416(25), С. 5431 - 5443
Опубликована: Июнь 6, 2024
Язык: Английский
Journal of the American Chemical Society, Год журнала: 2025, Номер unknown
Опубликована: Фев. 25, 2025
The direct functionalization of alkyne triple bonds using a radical strategy provides an efficient platform for creating wide range substituted alkenes. However, developing multicomponent enantioselective reaction feedstock alkynes to forge all-carbon quaternary stereocenters─while addressing challenges related compatibility, selectivity, and efficiency─remains relatively rare. Here we report electrochemical nickel-catalyzed three-component cross-coupling readily available terminal alkynes, diverse racemic alkyl precursors, group transfer reagents (such as (TMS)3Si-H, RSe-SeR, RTe-TeR, CHI3), achieving excellent regio-, stereo-, enantioselectivities (more than 70 examples, up 95% ee). Electricity-mediated difunctionalizations significantly expand the scope both aliphatic aromatic demonstrating functional compatibility. key success lies in rational design anodically generated nickel-bound tertiary intermediates, which stereoselectively capture form vinyl radicals participate subsequently processes enable intermolecular anti-stereoselective difunctionalization alkynes. This approach allows transformation into structural entities with α-quaternary stereogenic centers.
Язык: Английский
Процитировано
1Analytical and Bioanalytical Chemistry, Год журнала: 2024, Номер 416(25), С. 5431 - 5443
Опубликована: Июнь 6, 2024
Язык: Английский
Процитировано
1