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- Title
Atroposelective Synthesis of Axially Chiral Biaryls by Palladium-Catalyzed Asymmetric C−H Olefination Enabled by a Transient Chiral Auxiliary.
- Authors
Yao, Qi‐Jun; Zhang, Shuo; Zhan, Bei‐Bei; Shi, Bing‐Feng
- Abstract
Atroposelective synthesis of axially chiral biaryls by palladium-catalyzed C−H olefination, using tert-leucine as an inexpensive, catalytic, and transient chiral auxiliary, has been realized. This strategy provides a highly efficient and straightforward access to a broad range of enantioenriched biaryls in good yields (up to 98 %) with excellent enantioselectivities (95 to >99 % ee). Kinetic resolution of trisubstituted biaryls bearing sterically more demanding substituents is also operative, thus furnishing the optically active olefinated products with excellent selectivity (95 to >99 % ee, s-factor up to 600).
- Subjects
AROMATIC compound synthesis; CHIRALITY; PALLADIUM catalysts; ASYMMETRY (Chemistry); OLEFINATION reactions; CARBON-hydrogen bonds
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 23, p6717
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201701849