Asymmetric Transfer Hydrogenation of Unhindered and Non-Electron-Rich 1-Aryl Dihydroisoquinolines with High Enantioselectivity

被引：22

作者：

Barrios-Rivera, Jonathan ^{[1
]}

Xu, Yingjian ^{[2
]}

Wills, Martin ^{[1
]}

机构：

[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England

[2] GoldenKeys High Tech Mat Co Ltd, Guian New Area, Guian 550025, Guizhou, Peoples R China

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 16期

关键词：

1-ARYL-SUBSTITUTED TETRAHYDROISOQUINOLINES; KETONES; REDUCTION; MECHANISM; NOYORI; OPTIMIZATION; CATALYSIS; LIGANDS;

D O I：

10.1021/acs.orglett.0c02034

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of arene/Ru/TsDPEN catalysts bearing a heterocyclic group on the TsDPEN in the asymmetric transfer hydrogenation (ATH) of dihydroisoquinolines (DHIQs) containing meta- or Para-substituted aromatic groups at the 1-position results in the formation of products of high enantiomeric excess. Previously, only 1-(ortho-substituted)aryl DHIQs, or with an electron-rich fused ring gave products with high enantioselectivity; therefore, this approach solves a long-standing challenge for imine ATH.

引用

页码：6283 / 6287

页数：5

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