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Concise Synthesis of Potassium Acyltrifluoroborates from Aldehydes through Copper(I)-Catalyzed Borylation/Oxidation

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Title: Concise Synthesis of Potassium Acyltrifluoroborates from Aldehydes through Copper(I)-Catalyzed Borylation/Oxidation
Authors: Taguchi, Jumpei Browse this author
Takeuchi, Takumi Browse this author
Takahashi, Rina Browse this author
Masero, Fabio Browse this author
Ito, Hajime Browse this author →KAKEN DB
Keywords: acylboron compounds
amino acids
Issue Date: 27-May-2019
Publisher: Wiley-Blackwell
Journal Title: Angewandte chemie-international edition
Volume: 58
Issue: 22
Start Page: 7299
End Page: 7303
Publisher DOI: 10.1002/anie.201901748
Abstract: Potassium acyltrifluoroborates (KATs) were prepared through copper(I)-catalyzed borylation of aldehydes and subsequent oxidation. This synthetic route is characterized by the wide range of aldehydes accessible, favorable step economy, mild reaction conditions, and tolerance of various functional groups, and it enables the facile generation of a range of KATs, for example, bearing halide, sulfide, acetal, or ester moieties. Moreover, this method was applied to the three-step synthesis of various alpha -amino acid analogues that bear a KAT moiety on the C-terminus by using naturally occurring amino acids as the starting material.
Rights: This is the peer reviewed version of the following article: J. Taguchi, T. Takeuchi, R. Takahashi, F. Masero, H. Ito, Angew. Chem. Int. Ed. 2019, 58, 7299. , which has been published in final form at This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
Type: article (author version)
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 伊藤 肇

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