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タイトル: Asymmetric hetero-Michael addition to α,β-unsaturated carboxylic acids using thiourea–boronic acid hybrid catalysts
著者: Hayama, Noboru
Kobayashi, Yusuke
Takemoto, Yoshiji  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0003-1375-3821 (unconfirmed)
著者名の別形: 葉山, 登
小林, 祐輔
竹本, 佳司
キーワード: Michael addition
α, β-unsaturated carboxylic acid
Asymmetric catalyst
Thiourea
Arylboronic acid
発行日: 4-Jun-2021
出版者: Elsevier B.V.
誌名: Tetrahedron
巻: 89
論文番号: 132089
抄録: The first catalytic asymmetric Michael addition of heteroatomic nucleophiles to α, β-unsaturated carboxylic acids is summarized. Direct Michael addition is one of the most straightforward and atom-economical methods for constructing pharmaceutically beneficial building blocks and intermediates, although unsaturated carboxylic acids are known to be inactive Michael acceptors. We designed hybrid catalysts comprising arylboronic acid, thiourea, and tertiary amine to activate the unsaturated carboxylic acids. This review describes the aza- and thia-Michael additions using chiral multifunctional hybrid catalysts, their synthetic applications to biologically active compounds, and the mechanistic consideration of multicomponent borate complexes.
著作権等: © 2021. This manuscript version is made available under the CC-BY-NC-ND 4.0 license https://creativecommons.org/licenses/by-nc-nd/4.0/
The full-text file will be made open to the public on 4 June 2023 in accordance with publisher's 'Terms and Conditions for Self-Archiving'
This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
URI: http://hdl.handle.net/2433/266568
DOI(出版社版): 10.1016/j.tet.2021.132089
出現コレクション:学術雑誌掲載論文等

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