Ruthenium-Catalyzed Enantioselective Hydrogenation of Ferrocenyl Ketones: A Synthetic Method for Chiral Ferrocenyl Alcohols

被引：9

作者：

Lu, Bin ^{[1
]}

Wang, Qun ^{[1
]}

Zhao, Mengmeng ^{[1
]}

Xie, Xiaomin ^{[1
]}

Zhang, Zhaoguo ^{[1
,2
]}

机构：

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

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 19期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; BETA-HYDROXY ESTERS; DIPHOSPHINE LIGANDS; HIGHLY EFFICIENT; ALLYLIC ALKYLATION; COMPLEXES; HYDROBORATION; SUBSTITUENTS; DIETHYLZINC; MECHANISM;

D O I：

10.1021/acs.joc.5b01548

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly effective asymmetric hydrogenation of various ferrocenyl ketones, including aliphatic ferrocenyl ketones as well as the more challenging aryl ferrocenyl ketones, was realized in the presence of a Ru/diphosphine/diamine bifunctional catalytic system. Excellent enantioselectivities (up to 99.8% cc) and activities (S/C = 5000) could be obtained. These asymmetric hydrogenations provided a convenient and efficient synthetic method for chiral ferrocenyl alcohols, which are key intermediates for a variety of chiral ferrocenyl ligands and resolving reagents.

引用

页码：9563 / 9569

页数：7

共 85 条

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