Enantioselective synthesis of 4-substituted tetrahydroisoquinolines via palladium-catalyzed intramolecular Friedel-Crafts type allylic alkylation of phenols

被引：22

作者：

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

Xu, Qing-Long ^{[3
]}

Gu, Qing ^{[3
]}

Wu, Xin-Yan ^{[1
,2
]}

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

机构：

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

[2] E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 10期

基金：

中国国家自然科学基金;

关键词：

O-ALLYLATION; ASYMMETRIC-SYNTHESIS; DEAROMATIZATION REACTION; TERMINAL ALKYNES; TERTIARY-AMINES; ETHERIFICATION; LIGANDS; HYDROGENATION; CONSTRUCTION; DERIVATIVES;

D O I：

10.1039/c4ob02574a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed asymmetric intramolecular Friedel-Crafts type allylic alkylation reaction of phenols was developed under mild conditions. In the presence of Pd-2(dba)(3) with (1R,2R)-DACH-phenyl Trost ligand (L2) in toluene at 50 degrees C, the reaction provides various C4 substituted tetrahydroisoquinolines with moderate to excellent yields, regioselectivity and enantioselectivity.

引用

页码：3086 / 3092

页数：7

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