Site‐Selective Distal C(sp3)–H Bromination of Aliphatic Amines as a Gateway for Forging Nitrogen‐Containing sp3 Architectures DOI Creative Commons
Jinhong Chen,

Clarence Tan,

Jesus Rodrigalvarez

и другие.

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Май 21, 2024

Abstract Herein, we disclose a new strategy that rapidly and reliably incorporates bromine atoms at distal, secondary C(sp 3 )−H sites in aliphatic amines with an excellent predictable site‐selectivity pattern. The resulting halogenated building blocks serve as versatile linchpins to enable series of carbon‐carbon carbon‐heteroatom bond‐formations remote ) sites, thus offering modular unified platform expediates the access advanced sp architectures possessing valuable nitrogen‐containing saturated heterocycles interest medicinal chemistry settings.

Язык: Английский

Site‐Selective Distal C(sp3)–H Bromination of Aliphatic Amines as a Gateway for Forging Nitrogen‐Containing sp3 Architectures DOI Creative Commons
Jinhong Chen, Clarence Tan, Jesus Rodrigalvarez

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Май 21, 2024

Herein, we disclose a new strategy that rapidly and reliably incorporates bromine atoms at distal, secondary C(sp

Язык: Английский

Процитировано

3
Asymmetric Vicinal and Remote Hydroamination of Olefins by Employing a Heck-Reaction-Derived Hydride Source DOI

Ruijie Mi,

Xuejing Yao, Youzhi Xu

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Май 6, 2025

Metal hydrides are reactive intermediates in numerous catalytic processes. In many processes, metal formed, but their potential reactivity is often wasted by reaction with a base or an oxidant to permit catalyst turnover. this report, the hydroamination of unactivated olefins described coupling Heck between aryl boronic acid, olefin, and nitrene precursor dioxazolone. Initiated olefin arylboroic rhodium hydride intermediate generated retained for second equivalent olefin. Depending on chain length alkyl group α- β-amino amides were obtained excellent regio- enantioselectivity via direct remote (migratory) hydroamination, respectively. The system features broad scope, mild conditions, enantioselectivity, it also represents rare example asymmetric using chiral rhodium(III) cyclopentadienyl catalyst. Mechanistic studies delineated turnover-limiting enantio-determining steps system.

Язык: Английский

Процитировано

0
Site‐Selective Distal C(sp3)–H Bromination of Aliphatic Amines as a Gateway for Forging Nitrogen‐Containing sp3 Architectures DOI Creative Commons
Jinhong Chen,

Clarence Tan,

Jesus Rodrigalvarez

и другие.

Angewandte Chemie, Год журнала: 2024, Номер unknown

Опубликована: Май 21, 2024

Abstract Herein, we disclose a new strategy that rapidly and reliably incorporates bromine atoms at distal, secondary C(sp 3 )−H sites in aliphatic amines with an excellent predictable site‐selectivity pattern. The resulting halogenated building blocks serve as versatile linchpins to enable series of carbon‐carbon carbon‐heteroatom bond‐formations remote ) sites, thus offering modular unified platform expediates the access advanced sp architectures possessing valuable nitrogen‐containing saturated heterocycles interest medicinal chemistry settings.

Язык: Английский

Процитировано

0