Synthesis of Axially Chiral Biaryl‐2‐amines by PdII‐Catalyzed Free‐Amine‐Directed Atroposelective C−H Olefination.

Autor: Zhan, Bei‐Bei, Wang, Lei, Luo, Jun, Lin, Xu‐Feng, Shi, Bing‐Feng
Předmět:
Zdroj: Angewandte Chemie International Edition; 2/24/2020, Vol. 59 Issue 9, p3568-3572, 5p
Abstrakt: A simple and ubiquitously present group, free amine, is used as a directing group to synthesize axially chiral biaryl compounds by PdII‐catalyzed atroposelective C−H olefination. A broad range of axially chiral biaryl‐2‐amines can be obtained in good yields with high enantioselectivities (up to 97 % ee). Chiral spiro phosphoric acid (SPA) proved to be an efficient ligand and the loading could be reduced to 1 mol % without erosion of enantiocontrol in gram‐scale synthesis. The resulting axially chiral biaryl‐2‐amines also provide a platform for the synthesis of a set of chiral ligands. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index