Iron-catalyzed asymmetric haloamination reactions

被引：69

作者：

Cai, Yunfei ^{[1
]}

Liu, Xiaohua ^{[1
]}

Zhou, Pengfei ^{[1
]}

Kuang, Yulong ^{[1
]}

Lin, Lili ^{[1
]}

Feng, Xiaoming ^{[1
]}

机构：

[1] Sichuan Univ, Minist Educ, Coll Chem, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 73期

基金：

中国国家自然科学基金;

关键词：

CHIRAL PHOSPHORIC-ACID; STEREOSELECTIVE AMINOBROMINATION; OLEFINS; CHALCONES; ALKENES; BROMOAMINATION; HALOGENATION; BROMINATION; NITROGEN; TSNH2;

D O I：

10.1039/c3cc44421j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first iron(III)/N,N'-dioxide-catalyzed asymmetric haloamination of 3-alkylidene- and 3-arylidene-indolin-2-ones was developed, affording the corresponding chiral oxindole derivatives bearing vicinal haloamine substituents with excellent results (up to 99% yield, 99% ee, > 19 : 1 dr). This iron catalyst also exhibits perfect enantioselectivity for chalcone derivatives. The cooperative activation of the substrate and the reagent in concert guarantees the high stereoselectivity.

引用

页码：8054 / 8056

页数：3

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