Nickel(0)-Catalyzed Enantioselective [3+2] Annulation of Cyclopropenones and α,β-Unsaturated Ketones/Imines

被引:54
作者
Bai, Dachang [1 ]
Yu, Yanjiang [1 ]
Guo, Haiming [1 ]
Chang, Junbiao [1 ]
Li, Xingwei [1 ,2 ]
机构
[1] Henan Normal Univ, Henan Key Lab Organ Funct Mol & Drug Innovat, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Minist Educ,Sch, Xinxiang 453007, Henan, Peoples R China
[2] Shaanxi Normal Univ SNNU, Sch Chem & Chem Engn, Xian 710062, Peoples R China
关键词
cyclopropenones; enantioselective C-C activation; enones; lactones; nickel; C-C-BOND; CARBON-CARBON BONDS; ASYMMETRIC-SYNTHESIS; ACTIVATION; RHODIUM; CLEAVAGE; FUNCTIONALIZATION; BUTENOLIDES; INSERTION; DECARBONYLATION;
D O I
10.1002/anie.201913130
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ni-0-catalyzed chemo- and enantioselective [3+2] cycloaddition of cyclopropenones and alpha,beta-unsaturated ketones/imines is described. This reaction integrates C-C bond cleavage of cyclopropenones and enantioselective functionalization by carbonyl/imine group, offering a mild approach to gamma-alkenyl butenolides and lactams in excellent enantioselectivity (88-98 % ee) through intermolecular C-C activation.
引用
收藏
页码:2740 / 2744
页数:5
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