Development of Eagle‐Shaped BPE/Phe‐2NO Ligands: Switch of Enantioselectivity in Friedel–Crafts Alkylation DOI
Jun Young Yang,

Jing Lou,

Wei Li

и другие.

Chemistry - An Asian Journal, Год журнала: 2025, Номер unknown

Опубликована: Апрель 25, 2025

Abstract The development of single chiral source‐derived ligands to fine‐switch enantioselectivity has been a key aspect in asymmetric catalysis. Herein, this study, using the same source l ‐prolinamide as starting material, we synthesize 14 new diphenyl ether bridged C 2 ‐symmetric rigid tertiary amine‐derived dioxide (abberviated BPE‐2NO) and 9 m ‐phenylene Phe‐2NO); their effectiveness was demonstrated first switch palladium(II)‐catalyzed Friedel–Crafts alkylation. In presence palladium acetate Lewis acid, both enantiomers indole derivatives can be prepared good‐to‐excellent yields enantioselectivities by Eagle‐shaped BPE/Phe‐2NO ligands. Control experiments density functional theory calculations provide rational explanation for above observations. This study alkylation

Язык: Английский

3-Alkyl-1,2,4-triazines as Heterocyclic Platforms for Organocatalytic Enantioselective Benzylic C–H Functionalization DOI
Anthony Lapray, Marie‐Aude Hiebel, Sylvain Oudeyer

и другие.

Organic Letters, Год журнала: 2025, Номер 27(6), С. 1504 - 1510

Опубликована: Янв. 31, 2025

The α-3-(1,2,4-triazine)-α-cyanoacetate derivatives exhibit a unique and well-defined dearomatized structure undergoing efficient organocatalytic aromatization–alkylation sequences with Michael acceptors in order to construct an all-carbon tetrasubstituted stereocenter high ee values. These new players the field of enantioselective catalytic benzylic C–H functionalization afford versatile molecular platforms toward construction valuable 3D-heterocycles.

Язык: Английский

Процитировано

0
Development of Eagle‐Shaped BPE/Phe‐2NO Ligands: Switch of Enantioselectivity in Friedel–Crafts Alkylation DOI
Jun Young Yang,

Jing Lou,

Wei Li

и другие.

Chemistry - An Asian Journal, Год журнала: 2025, Номер unknown

Опубликована: Апрель 25, 2025

Abstract The development of single chiral source‐derived ligands to fine‐switch enantioselectivity has been a key aspect in asymmetric catalysis. Herein, this study, using the same source l ‐prolinamide as starting material, we synthesize 14 new diphenyl ether bridged C 2 ‐symmetric rigid tertiary amine‐derived dioxide (abberviated BPE‐2NO) and 9 m ‐phenylene Phe‐2NO); their effectiveness was demonstrated first switch palladium(II)‐catalyzed Friedel–Crafts alkylation. In presence palladium acetate Lewis acid, both enantiomers indole derivatives can be prepared good‐to‐excellent yields enantioselectivities by Eagle‐shaped BPE/Phe‐2NO ligands. Control experiments density functional theory calculations provide rational explanation for above observations. This study alkylation

Язык: Английский

Процитировано

0