期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 8, 页码 3797-3805出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b11154
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资金
- China Scholarship Council
- CHARMMMAT Labex [ANR-11-LABX0039]
Tethering a metal complex to its phosphate counter-ion via a phosphine ligand enables a new strategy in asymmetric counteranion-directed catalysis (ACDC). A straightforward, scalable synthetic route gives access to the gold(I) complex of a phosphine displaying a chiral phosphoric acid function. The complex generates a catalytically active species with an unprecedented intramolecular relationship between the cationic Au(I) center and the phosphate counterion. The benefits of tethering the two functions of the catalyst are demonstrated here in a tandem cycloisomerization/nucleophilic addition reaction, by attaining high enantioselectivity levels (up to 97% ee) at an unusually low 0.2 mol % catalyst loading. Remarkably, the method is also compatible with a silver-free protocol.
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