Fe-BPsalan Complex-Catalyzed Asymmetric [4+2] Cycloaddition of Cyclopentadiene with α,β-Unsaturated Heterocycles

被引:5
|
作者
Chen, Kai-Ge [1 ,2 ]
Lu, Hao [1 ,2 ]
Zhou, Yi-Ming [2 ]
Wan, Xiao-Long [2 ]
Wang, Hao-Yang [2 ]
Xu, Zhen-Jiang [2 ]
Guo, Hai-Ming [1 ]
Che, Chi-Ming [2 ,3 ,4 ]
机构
[1] Henan Normal Univ, Sch Chem & Chem Engn, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Henan, Peoples R China
[2] Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China
[3] Univ Hong Kong, Dept Chem, State Key Lab Synthet Chem, Hong Kong, Peoples R China
[4] HKU Shenzhen Inst Res & Innovat, Shenzhen 518057, Guangdong, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 13期
基金
中国国家自然科学基金;
关键词
DIELS-ALDER REACTION; ENANTIOSELECTIVE SYNTHESIS; DERIVATIVES; DIENOPHILES; REVERSAL; OXIDES; CATION; DIENE;
D O I
10.1021/acs.joc.1c02798
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient iron-catalyzed asymmetric [4 + 2] cycloaddition of cyclopentadiene with alpha,beta-unsaturated acyl imidazoles or 2-cinnamoylisoindoline-1,3-dione derivatives was developed to afford the addition products in high yield and selectivity. Interestingly, the absolute structures of the addition products were controlled by the auxiliaries via different coordination modes with the same type of catalyst.
引用
收藏
页码:8289 / 8302
页数:14
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