Kinetic resolution of heterobiaryl N-oxides by asymmetric C-H olefination: an expeditious access to (R)-QUINAP

被引：4

作者：

Zhang, Qi-Ying ^{[1
]}

Wang, Hai-Yang ^{[1
]}

Wang, Songlin ^{[1
]}

Ma, Jing ^{[1
]}

Guo, Hai-Ming ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn,Minist Educ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, State Key Lab Antiviral Drugs,Pingyuan Lab,Key La, Xinxiang 453007, Henan, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2023年 / 10卷 / 20期

基金：

中国国家自然科学基金;

关键词：

AXIALLY CHIRAL COMPOUNDS; IAN-AMINES; ALLYLATION; ALDEHYDES; CONSTRUCTION; IODINATION; COMPLEXES; MECHANISM; QUINOX;

D O I：

10.1039/d3qo01083j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient kinetic resolution of heterobiaryl N-oxides was realized through Pd catalyzed-asymmetric C-H olefination with the s factor of up to 102.7. This new approach offers versatile access to two types of optically active 1-arylisoquinoline N-oxides with excellent ee (up to 97% ee and 99% ee, respectively). Moreover, the recovered arylisoquinoline N-oxides could be transformed into (R)-QUINAP with 92% ee without an external reductant in two steps.

引用

页码：5210 / 5215

页数：6

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