Enantioselective Synthesis of 1-Aryl-tetrahydroisoquinolines through Iridium Catalyzed Asymmetric Hydrogenation

被引：64

作者：

Berhal, Farouk ^{[1
,2
]}

Wu, Zi ^{[1
,2
]}

Zhang, Zhaoguo ^{[3
,4
]}

Ayad, Tahar ^{[1
,2
]}

Ratovelomanana-Vidal, Virginie ^{[1
,2
]}

机构：

[1] Chim ParisTech, Lab Charles Friedel LCF, F-75005 Paris, France

[2] CNRS, UMR 7223, F-75005 Paris, France

[3] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China

[4] Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 13期

关键词：

ISOQUINOLINE ALKALOIDS; ARYLBORONIC ACIDS; CHIRAL LIGANDS; CYCLIC IMINES; EFFICIENT; KETONES; TETRAHYDROISOQUINOLINES; COMPLEX; DERIVATIVES; DIHYDROISOQUINOLINES;

D O I：

10.1021/ol301281s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric hydrogenation of 1-aryl-3,4-dihydrolsoquinolines using the [IrCODCl](2)/(R)-3,5-diMe-Synphos catalyst is reported. Under mild reaction conditions, this atom-economical process provides easy access to a variety of enantioenriched 1-aryl-1,2,3,4-tetrahydroisoquinoline derivatives, which are important pharmacophores found in several pharmaceutical drug candidates, in high yields and enantiomeric excesses up to 99% after a single crystallization.

引用

页码：3308 / 3311

页数：4

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