Enantioselective synthesis of fluorene derivatives by chiral N-triflyl phosphoramide catalyzed double Friedel-Crafts alkylation reaction

被引：44
|
作者：
Wang, Shou-Guo [1 ]
Han, Long [1 ]
Zeng, Mi [1 ]
Sun, Feng-Lai [1 ]
Zhang, Wei [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
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 16期
基金：
中国国家自然科学基金;
关键词：
BRONSTED ACID; INDOLES; CONSTRUCTION; 4,7-DIHYDROINDOLES; ACTIVATION; ENAMIDES; DESIGN; IMINES; MOTIF;
D O I：
10.1039/c2ob07168a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly efficient tandem double Friedel-Crafts reaction between indoles and 2-formylbiphenyl derivatives by chiral N-triflyl phosphoramide was realized. Under mild conditions, various 9-(3-indolyl)fluorene derivatives have been obtained in good yield and up to 94% ee. Comparing to their corresponding chiral phosphoric acids, chiral N-triflyl phosphoramides catalyzed reactions led to products with opposite absolute configuration.
引用
收藏
页码：3202 / 3209
页数：8
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