Enantioselective Synthesis of Chiral Fluorinated Amines via Manganese-Catalyzed Asymmetric Hydrogenation

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-28 DOI:10.1021/acs.orglett.5c00560

Xin-Hu Hu, Kai-Kai Zheng, Hang Yin, Ya-Hui Wang, Run-Qiao Liu, Kang-Jun Wang, Bo-Han Weng, Ming-Dong Zhou, Gui-Ping Cai, Jin Guan, Ying Yang, Jian-Fei Su, Xin-Dong Jiang, Xiang-Ping Hu

引用次数: 0

Abstract

A highly enantioselective Mn-catalyzed hydrogenation of fluorinated imines has been realized. The success of this hydrogenation is attributed to the use of the chiral ferrocenyl P,N,N ligand bearing an additional chiral center at the pyridinylmethyl position. The hydrogenation displayed broad functional group tolerance, thus furnishing a wide range of optically active fluorinated amines with up to 98% enantiomeric excess. The utility of the methodology has been well-demonstrated by the scale-up of the asymmetric hydrogenation of N-(4′-methoxyphenyl)-ethan-2,2,2-trifluoro-1-phenyl-1-imine.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.