Asymmetric Construction of Polycyclic Indoles through Olefin Cross-Metathesis/Intramolecular Friedel-Crafts Alkylation under Sequential Catalysis

被引:160
作者
Cai, Quan [1 ]
Zhao, Zhuo-An [1 ]
You, Shu-Li [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; chiral Bronsted acids; Friedel-Crafts alkylation; indoles; sequential catalysis; TETRAHYDRO-BETA-CARBOLINES; PICTET-SPENGLER REACTIONS; CHIRAL PHOSPHORIC-ACIDS; BRONSTED ACID; COOPERATIVE CATALYSIS; STEREOSELECTIVE ALKYLATION; ENANTIOSELECTIVE SYNTHESIS; RELAY CATALYSIS; METAL CATALYSIS; 4,7-DIHYDROINDOLES;
D O I
10.1002/anie.200903462
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A synthetic shortcut: A highly efficient cascade reaction (see scheme) led to polycyclic indoles with excellent enantioselectivity. The combination of the two steps through sequential catalysis enables the use of more readily available starting materials and makes the synthesis more practical. Boc=tert- butoxycarbonyl. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7428 / 7431
页数:4
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