Copper-Catalyzed [2,3]-Sigmatropic Rearrangement of Azide–Ynamides via Selenium Ylides DOI

Chong‐Yang Shi,

Xuan Wang, Xin Liu

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 23, 2024

A copper-catalyzed [2,3]-sigmatropic rearrangement of azide-ynamides via selenium ylides is disclosed, which leads to the practical and divergent synthesis a variety tricyclic heterocycles bearing quaternary carbon stereocenter in generally moderate excellent yields. Significantly, this method represents first ylide based on alkynes an unprecedented α-imino copper carbenes.

Язык: Английский

Copper-catalyzed asymmetric cascade diyne cyclization/Meinwald rearrangement DOI

Ji‐Jia Zhou,

Li‐Gao Liu, Zhentao Zhang

и другие.

Chinese Chemical Letters, Год журнала: 2025, Номер unknown, С. 110870 - 110870

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

0
Enhanced Pyridine-Oxazoline Ligand-Enabled Pd(II)-Catalyzed Aminoacetoxylation of Alkenes for the Asymmetric Synthesis of Biaryl-Bridged 7-Membered N-Heterocycles and Atropisomers DOI
Beibei Guo,

Xiaoyang Yan,

Zicong Wang

и другие.

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

Опубликована: Апрель 1, 2025

A new class of binaphthyl unit-enhanced pyridine-oxazoline ligands was developed to promote the Pd-catalyzed enantioselective intramolecular 7-exo aminoacetoxylation unactivated biaryl alkenes. Biaryl-bridged 7-membered N-heterocycles bearing a chiral center were obtained in good yields with excellent enantioselectivities (up 99:1 er). Computational investigations on series biaryl-bridged rings provided insights into rotational barrier potentially unit by substituent effect including heteroatom, protecting group, and center. The kinetic resolution racemic axially biaryls via alkenes has also been achieved, affording previously inaccessible both axis, as well amino alcohols.

Язык: Английский

Процитировано

0
Copper‐Catalyzed Dearomative Cyclization of Indolyl Ynamides for Synthesis of Pentacyclic Spiroindolines DOI
Miao Xu,

Jia‐Tian Jiang,

Haoxuan Dong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 23, 2024

Abstract The dearomatization of indoles with ynamides is a convenient access towards polycyclic spiroindolines, which can be initiated by α‐ and β‐additions ynamides. Currently, the related β‐addition dearomative cyclization requires noble‐metal catalyst or stoichiometric oxidant. Herein, we report copper‐catalyzed aryl‐substituted indolyl through regioselective onto ynamides, providing pentacyclic spiroindolines in 81–97% yields >25:1 diastereoselectivities. Moreover, preliminary success has been obtained for catalytic enantioselective cyclization.

Язык: Английский

Процитировано

0
Copper-Catalyzed [2,3]-Sigmatropic Rearrangement of Azide–Ynamides via Selenium Ylides DOI

Chong‐Yang Shi,

Xuan Wang, Xin Liu

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 23, 2024

A copper-catalyzed [2,3]-sigmatropic rearrangement of azide-ynamides via selenium ylides is disclosed, which leads to the practical and divergent synthesis a variety tricyclic heterocycles bearing quaternary carbon stereocenter in generally moderate excellent yields. Significantly, this method represents first ylide based on alkynes an unprecedented α-imino copper carbenes.

Язык: Английский

Процитировано

0