期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 5, 页码 2161-2167出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b12299
关键词
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资金
- SNF [157741]
- University of Basel
- China Scholarship Council
Atropisomeric (hetero)biaryls are motifs with increasing significance in ligands, natural products, and biologically active molecules. The straightforward construction of the stereogenic axis by efficient C-H functionalization methods is extremely rare and challenging. An intermolecular and highly enantioselective C-H arylation of relevant heteroarenes providing an efficient access to atropisomeric (hetero)biaryls is reported. The use of a Pd(0) complex equipped with H-8-BINAPO as a chiral ligand enables the direct functionalization of a broad range of 1,2,3-triazoles and pyrazoles in excellent yields and selectivities of up to 97.5:2.5 er. The method also allows for an atroposelective double C-H arylation for the construction of two stereogenic axes with >99.5:0.5 er.
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