Chiral Tertiary Amine Thiourea-Catalyzed Asymmetric Inverse-Electron-Demand Die Is Alder Reaction of Chromone Heterodienes Using 3-Vinylindoles as Dienophiles

被引:53
作者
Mao, Zhijie [1 ]
Lin, Aijun [1 ]
Shi, Yan [1 ]
Mao, Haibin [1 ]
Li, Weipeng [1 ]
Cheng, Yixiang [1 ]
Zhu, Chengjian [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
关键词
MICHAEL-MICHAEL CASCADE; PRIVILEGED STRUCTURES; ENANTIOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; CONSTRUCTION; CHROMANONES; ALDEHYDES; TETRAHYDROCARBAZOLES; CYCLOADDITION; BENZOPYRONES;
D O I
10.1021/jo401592w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward and efficient protocol for the construction of structurally and biologically interesting chiral flavanoids incorporating three privileged structures, i.e., chromanone, dihydropyran, and indole, has been developed on the basis of chiral bifunctional tertiary amine thiourea-catalyzed asymmetric inverse-electron-demand Diels-Alder reaction of chromone heterodienes and 3-vinylindoles, which were used as dienophiles.
引用
收藏
页码:10233 / 10239
页数:7
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