Anilines as C-Nucleophiles in Ir-Catalyzed Intramolecular Asymmetric Allylic Substitution Reactions

被引：9

作者：

Zhao, Zheng-Le ^{[1
,2
,3
]}

Gu, Qing ^{[1
]}

Wu, Xin-Yan ^{[2
,3
]}

You, Shu-Li ^{[1
,2
,3
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China

[2] East China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China

[3] East China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2017年 / 12卷 / 20期

基金：

国家重点研发计划; 中国国家自然科学基金;

关键词：

anilines; asymmetric catalysis; Friedel-Crafts reaction; iridium; tetrahydroisoquiniline; HIGHLY ENANTIOSELECTIVE SYNTHESIS; DEAROMATIZATION REACTION; NAPHTHOL DERIVATIVES; AROMATIC-COMPOUNDS; IRIDIUM; ALKYLATION; ALLYLATION; ALCOHOLS; PALLADIUM; INDOLES;

D O I：

10.1002/asia.201701192

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Anilines generally act as N-nucleophiles in transition-metal-catalyzed allylic substitution reactions. In this paper, a highly enantioselective intramolecular Friedel-Crafts-type allylic alkylation of aniline derivatives was realized by using an iridium catalyst derived from [Ir(cod)Cl](2) and (R-a)-BHPphos. Various tetrahydroisoquinilin-5-amines were obtained in moderate to good yields, excellent enantioselectivity and regioselectivity under mild reaction conditions. BHPphos=N-benzhydryl-N-phenyldinaphthophosphoramidite.

引用

页码：2680 / 2683

页数：4

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