Double Axially Chiral Bisphosphorylimides Catalyzed Highly Enantioselective and Efficient Friedel-Crafts Reaction of Indoles with Imines

被引：71

作者：

Wu, Kun ^{[1
]}

Jiang, Yi-Jun ^{[1
]}

Fan, Yan-Sen ^{[1
]}

Sha, Di ^{[1
]}

Zhang, Suoqin ^{[1
]}

机构：

[1] Jilin Univ, Coll Chem, Changchun 130012, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 02期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; bisphosphorylimides; enantioselectivity; Friedel-Crafts reaction; indoles; N-SULFONYL ALDIMINES; BRONSTED ACID; PHOSPHORIC-ACIDS; DESYMMETRIZATION; RESOLUTION; REDUCTION; MOTIF;

D O I：

10.1002/chem.201202900

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cool cats: 1,1'-Bi-2-naphthol and vaulted 3,3'-biphenanthrol-type bisphosphorylimides enabled the atom-economical and highly enantioselective Friedel-Crafts reaction between indoles and N-tosylimines with a low catalyst loading (see scheme). A very small amount of 4-(dimethylamino) pyridine (DMAP) suppressed the bisindole side product efficiently. The ortho-substituted aldimine substrates performed excellently in this catalytic system.

引用

页码：473 / 477

页数：5

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