Palladium-Catalyzed (3 + 2) Annulation of Azaborines with Vinyl Epoxides for Constructing Polycyclic Oxazaborolidines DOI

Ziqi Zhu,

Ding-Hao Ge,

Zhijie Cao

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 25, 2025

A palladium-catalyzed (3 + 2) annulation of azaborines with vinyl epoxides has been established. By this strategy, various polycyclic oxazaborolidines structural diversity were synthesized in generally high yields (up to 99%). The can be scaled up and the further functionalized through olefin metathesis Heck reaction, which demonstrated good feasibility for downstream transformations. Moreover, catalytic asymmetric version accomplished under catalysis palladium/chiral phosphoramidite ligand, producing chiral overall enantioselectivities 98:2 er). This work not only represents first 1,2-azaborines but also offers an efficient strategy constructing benzooxazaborolidine skeletons, particularly those enantioenriched fashion.

Язык: Английский

Enantioselective Propargylation and Allenylation of Isatins Using Chiral Box-Copper/Zinc Catalysts DOI

Ni Zhao,

Shuai-Ru Cheng, Huijuan Ma

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 18, 2025

A method for the asymmetric propargylation and allenylation of isatins catalyzed using chiral Box-copper/zinc catalysts is described. By modulation metal solvent, a series 3-hydroxy-3-propargyl-2-oxindoles 3-hydroxy-3-allenyl-2-oxindoles are selectively synthesized in good yields with excellent enantio- regioselectivities.

Язык: Английский

Процитировано

0
Palladium-Catalyzed (3 + 2) Annulation of Azaborines with Vinyl Epoxides for Constructing Polycyclic Oxazaborolidines DOI

Ziqi Zhu,

Ding-Hao Ge,

Zhijie Cao

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 25, 2025

A palladium-catalyzed (3 + 2) annulation of azaborines with vinyl epoxides has been established. By this strategy, various polycyclic oxazaborolidines structural diversity were synthesized in generally high yields (up to 99%). The can be scaled up and the further functionalized through olefin metathesis Heck reaction, which demonstrated good feasibility for downstream transformations. Moreover, catalytic asymmetric version accomplished under catalysis palladium/chiral phosphoramidite ligand, producing chiral overall enantioselectivities 98:2 er). This work not only represents first 1,2-azaborines but also offers an efficient strategy constructing benzooxazaborolidine skeletons, particularly those enantioenriched fashion.

Язык: Английский

Процитировано

0