中文版 | English
Title

Simultaneous Access to Two Enantio-enriched Alcohols by a Single Ru-Catalyst: Asymmetric Hydrogen Transfer from Racemic Alcohols to Matching Ketones

Author
Corresponding AuthorXu,Chen; Wang,Jianchun; Xing,Xiangyou
Publication Years
2022-11-18
DOI
Source Title
EISSN
2155-5435
Volume12Issue:22Pages:14429-14435
Abstract
Oxidative kinetic resolution and asymmetric transfer hydrogenation are two classical methods to access chiral secondary alcohols. Described here is an example of cross asymmetric hydrogen transfer between H-donor racemic alcohols and H-acceptor prochiral ketones, which merge these two approaches in one catalytic cycle that could afford two chiral alcohols simultaneously. To create a large equilibrium constant for driving the reversible processes into completion, H-donor alcohols and H-acceptor ketones should have substituents with significantly different properties in sterics or electronics, yet this would cause a substantial challenge for a single catalyst to induce high ee's for both alcohols. Moreover, either enantiomer of a racemic alcohol could be obtained via sequential transfer hydrogenations with a single Ru-catalyst. These results collectively provide efficient access to two distinct enantio-enriched alcohols as well as both enantiomers of single alcohols.
Keywords
URL[Source Record]
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Language
English
SUSTech Authorship
Corresponding
Funding Project
National Natural Science Foundation of China[K21211026];
WOS Accession No
WOS:000884840600001
Scopus EID
2-s2.0-85141982014
Data Source
Scopus
Citation statistics
Cited Times [WOS]:2
Document TypeJournal Article
Identifierhttp://kc.sustech.edu.cn/handle/2SGJ60CL/416491
DepartmentDepartment of Chemistry
深圳格拉布斯研究院
Affiliation
1.School of Chemistry and Chemical Engineering,Harbin Institute of Technology,Harbin,150001,China
2.Shenzhen Grubbs Institute and Department of Chemistry,Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen,518055,China
3.Shenzhen Youwei Tech Group,Shenzhen,518057,China
First Author AffilicationDepartment of Chemistry;  Shenzhen Grubbs Institute
Corresponding Author AffilicationDepartment of Chemistry;  Shenzhen Grubbs Institute
Recommended Citation
GB/T 7714
Chen,Fumin,Jin,Ming Yu,Wang,David Zhigang,et al. Simultaneous Access to Two Enantio-enriched Alcohols by a Single Ru-Catalyst: Asymmetric Hydrogen Transfer from Racemic Alcohols to Matching Ketones[J]. ACS Catalysis,2022,12(22):14429-14435.
APA
Chen,Fumin,Jin,Ming Yu,Wang,David Zhigang,Xu,Chen,Wang,Jianchun,&Xing,Xiangyou.(2022).Simultaneous Access to Two Enantio-enriched Alcohols by a Single Ru-Catalyst: Asymmetric Hydrogen Transfer from Racemic Alcohols to Matching Ketones.ACS Catalysis,12(22),14429-14435.
MLA
Chen,Fumin,et al."Simultaneous Access to Two Enantio-enriched Alcohols by a Single Ru-Catalyst: Asymmetric Hydrogen Transfer from Racemic Alcohols to Matching Ketones".ACS Catalysis 12.22(2022):14429-14435.
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