Wang, Kai; Lin, Xiangfeng; Liu, Yan; Li, Can published the artcile< Palladium-Catalyzed Asymmetric Allylic C-H Functionalization for the Synthesis of Hydroquinolines through Intermolecular [4+2] Cycloadditions>, Quality Control of 51605-97-1, the main research area is hydroquinoline preparation stereoselective; ortho allyl aniline alkene allylic alkylation intermol cycloaddition palladium.
Catalytic asym. [4+2] cycloadditions via allylic C-H functionalization are of great interest and importance but remain unexplored. Herein, an intermol. [4+2] cycloaddition involving the direct Pd(0)-catalyzed allylic C-H functionalization with readily accessible olefin substrates is reported. Key to the success of this reaction is a chiral alkylphosphine ligand, which enables the asym. allylic C-H alkylation to deliver a broad range of hydroquinolines in high diastereoselectivities (up to >20:1) and enantioselectivities (up to 98% ee). Control experiments show that allylic C-H functionalization takes place possibly via the concerted proton and two-electron transfer process. This strategy opens a route for synthesizing chiral heterocycles in a straightforward way with readily accessible substrates and minimal functional-group manipulation.
ACS Catalysis published new progress about [4+2] Cycloaddition reaction. 51605-97-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H12BrN, Quality Control of 51605-97-1.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary