A novel class of chiral spiro-fused bisoxazoline ligands possessing a deep chiral pocket was prepared.The developed ligands have been employed in the nickel-catalyzed highly enantioselective Michael-type Friedel-Craft...A novel class of chiral spiro-fused bisoxazoline ligands possessing a deep chiral pocket was prepared.The developed ligands have been employed in the nickel-catalyzed highly enantioselective Michael-type Friedel-Crafts reaction, affording the products bearing a trifluoromethylated all-carbon quaternary stereocenter with moderate to excellent yields(up to 99%) and good to excellent enantioselectivies(up to> 99.9% ee). Moreover, a proposed model of chiral pocket revealed that the attack of indole from the Re-face of β-CF_(3)-β-disubstituted nitroalkene was favorable.展开更多
基金support from the National Natural Science Foundation of China(No.21871067)the Natural Science Foundation of Guangdong Province(Nos.2018A030313038 and 2021A1515010190)+3 种基金the Shenzhen Fundamental Research Projects(No.JCYJ20180306171838187)the Harbin Institute of Technology(Shenzhen)(Talent Development Starting Fund from Shenzhen Government)the Open Project Program of State Key Laboratory of Elemento-Organic Chemistry(No.202009)the Guangdong Provincial Key Laboratory of Catalysis(No.2020B121201002)。
文摘A novel class of chiral spiro-fused bisoxazoline ligands possessing a deep chiral pocket was prepared.The developed ligands have been employed in the nickel-catalyzed highly enantioselective Michael-type Friedel-Crafts reaction, affording the products bearing a trifluoromethylated all-carbon quaternary stereocenter with moderate to excellent yields(up to 99%) and good to excellent enantioselectivies(up to> 99.9% ee). Moreover, a proposed model of chiral pocket revealed that the attack of indole from the Re-face of β-CF_(3)-β-disubstituted nitroalkene was favorable.
