Asymmetric ring-opening reactions of azabenzonorbornadienes through transfer hydrogenation using secondary amines as hydrogen sources: tuning of absolute configuration by acids

被引：16

作者：

Pu, Dongdong ^{[1
]}

Zhou, Yongyun ^{[1
]}

Yang, Fan ^{[1
]}

Shen, Guoli ^{[1
]}

Gao, Yang ^{[1
]}

Sun, Weiqing ^{[1
]}

Khan, Ruhima ^{[1
]}

Fan, Baomin ^{[1
,2
]}

机构：

[1] Yunnan Minzu Univ, YMU HKBU Joint Lab Tradit Nat Med, Kunming 650500, Yunnan, Peoples R China

[2] Yunnan Minzu Univ, Key Lab Chem Ethn Med Resources, Kunming 650500, Yunnan, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 21期

基金：

中国国家自然科学基金;

关键词：

CATALYTIC TRANSFER HYDROGENATION; OXABENZONORBORNADIENES; COMPLEXES; ALCOHOLS; DEHYDROGENATION; PALLADIUM; LIGANDS; ALKENES; GREENER; KETONES;

D O I：

10.1039/c7qo01163f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reductive transfer hydrogenation of bicyclic alkenes has been developed under the co-catalytic system of palladium and silver by using secondary amines as reductants. The reaction results in the asymmetric ring-opening product. A wide range of azabenzonorbornadienes reacted well giving 1,2-dihydronaphthalen-1-amine derivatives in high yields with good enantioselectivities. The control of the absolute configuration of the product by addition of carboxylic acids has been demonstrated.

引用

页码：3077 / 3082

页数：7

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