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- Title
Synthesis of Axially Chiral Biaryl‐2‐amines by Pd<sup>II</sup>‐Catalyzed Free‐Amine‐Directed Atroposelective C−H Olefination.
- Authors
Zhan, Bei‐Bei; Wang, Lei; Luo, Jun; Lin, Xu‐Feng; Shi, Bing‐Feng
- 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.
- Subjects
PHOSPHORIC acid; EROSION; LIGANDS (Chemistry)
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 9, p3596
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201915674