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

页码：3202 / 3209

页数：8

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