Asymmetric Hydrogenation of Allylic Alcohols Using Ir-N,P-Complexes

被引：35

作者：

Li, Jia-Qi ^{[1
]}

Liu, Jianguo ^{[2
]}

Krajangsri, Suppachai ^{[2
]}

Chumnanvej, Napasawan ^{[2
]}

Singh, Thishana ^{[2
]}

Andersson, Pher G. ^{[2
]}

机构：

[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China

[2] Stockholm Univ, Dept Organ Chem, S-10691 Stockholm, Sweden

来源：

ACS CATALYSIS | 2016年 / 6卷 / 12期

基金：

中国国家自然科学基金;

关键词：

asymmetric synthesis; gamma; gamma-disubstituted allylic alcohols; beta; DFT; iridium; hydrogenation; IRIDIUM-CATALYZED HYDROGENATION; ENANTIOSELECTIVE HYDROGENATION; CONJUGATE ADDITION; STEREOSELECTIVE-SYNTHESIS; TRISUBSTITUTED OLEFINS; SUBSTITUTED OLEFINS; EFFICIENT LIGANDS; ARYLBORONIC ACIDS; HYDRIDE COMPLEXES; GRIGNARD-REAGENTS;

D O I：

10.1021/acscatal.6b02456

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

In this study, a series of gamma,gamma-disubstituted and beta,gamma-disubstituted allylic alcohols were prepared and successfully hydrogenated using suitable N,P-based Ir complexes. High yields and excellent enantioselectivities were obtained for most of the substrates studied. This investigation also revealed the effect of the acidity of the N,P-Ir-complexes on the acid sensitive allylic alcohols. DFT Delta pK(a) calculations were used to explain the effect of the N,P-ligand on the acidity of the corresponding Ir-complex. The selectivity model of the reaction was used to accurately predict the absolute configuration of the hydrogenated alcohols.

引用

页码：8342 / 8349

页数：8

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