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  • Title: Synthesis of Axially Chiral Biaryl-2-amines by PdII -Catalyzed Free-Amine-Directed Atroposelective C-H Olefination.
    Author: Zhan BB, Wang L, Luo J, Lin XF, Shi BF.
    Journal: Angew Chem Int Ed Engl; 2020 Feb 24; 59(9):3568-3572. PubMed ID: 31912612.
    Abstract:
    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.
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