期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 140, 期 46, 页码 15850-15858出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b09251
关键词
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资金
- National Natural Science Foundation of China [21572184, 21472154]
- Natural Science Foundation of Fujian Province of China [2017J06006]
- Fundamental Research Funds for the Central Universities [20720160027]
Asymmetric photoredox catalysis offers exciting opportunities to develop new synthetic approaches to chiral molecules through novel reaction pathways. Employing the first-row transition metal complexes as the chiral photoredox catalysts remains, however, a formidable challenge, although these complexes are economic, environmentally friendly, and often exhibit special reactivities. We report in this Article the development of one class of highly efficient asymmetric/ photoredox bifunctional catalysts based on the copper(II) bisoxazoline complexes (Cu-II-BOX) for the light-induced enantioselective alkylation of imines. The reactions proceed under very mild conditions and without a need for any other photosensitizer. The simple catalytic system and readily tunable chiral ligands enable a significantly high level of enantioselectivity for the formation of chiral amine products bearing a tetrasubstituted carbon stereocenter (36 examples, up to 98% ee). Overall, the Cu-II-BOX catalysts initiate the radical generation, and also govern the subsequent stereoselective transformations. This strategy utilizing chiral complexes comprised of a first-row transition metal and a flexible chiral ligand as the asymmetric photoredox catalysts provides an effective platform for the development of green asymmetric synthetic methods.
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