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Chiral 2-Aryl Ferrocene Carboxylic Acids for the Catalytic Asymmetric C(sp(3))-H Activation of Thioamides

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Title: Chiral 2-Aryl Ferrocene Carboxylic Acids for the Catalytic Asymmetric C(sp(3))-H Activation of Thioamides
Authors: Sekine, Daichi Browse this author
Ikeda, Kazuki Browse this author
Fukagawa, Seiya Browse this author
Kojima, Masahiro Browse this author
Yoshino, Tatsuhiko Browse this author
Matsunaga, Shigeki Browse this author
Issue Date: 28-Oct-2019
Publisher: American Chemical Society
Journal Title: Organometallics
Volume: 38
Issue: 20
Start Page: 3921
End Page: 3926
Publisher DOI: 10.1021/acs.organomet.9b00407
Abstract: Enantioselective C-H functionalization reactions using trivalent group 9 metals (Co, Rh, Ir) have been investigated mainly on the basis of the development of well-designed chiral cyclopentadienyl (Cp) ligands. Although it has recently been demonstrated that chiral carboxylic acids combined with achiral Cp-type ligands can enable highly enantioselective C-H functionalization reactions, the structural diversity of the applied chiral acids remains limited. Here, we report that chiral 2-aryl ferrocene carboxylic acids, which are easily obtained from diastereoselective ortho lithiation and Suzuki-Miyaura coupling, can serve as external chiral sources for the Cp*Co-III-catalyzed enantioselective C(sp(3))-H amidation of alpha-aryl thioamides using dioxazolones.
Rights: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organometallics, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.organomet.9b00407.
Type: article (author version)
URI: http://hdl.handle.net/2115/79616
Appears in Collections:薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 吉野 達彦

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