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Copper-catalyzed regioselective trans-silaboration of internal arylalkynes with stereochemical switch to cis-addition mode.
Ohmura, Toshimichi; Takaoka, Yuta; Suginome, Michinori.
Afiliación
  • Ohmura T; Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura Nishikyo-ku Kyoto 615-8510, Japan. ohmura@sbchem.kyoto-u.ac.jp suginome@sbchem.kyoto-u.ac.jp.
  • Takaoka Y; Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura Nishikyo-ku Kyoto 615-8510, Japan. ohmura@sbchem.kyoto-u.ac.jp suginome@sbchem.kyoto-u.ac.jp.
  • Suginome M; Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura Nishikyo-ku Kyoto 615-8510, Japan. ohmura@sbchem.kyoto-u.ac.jp suginome@sbchem.kyoto-u.ac.jp.
Chem Commun (Camb) ; 57(38): 4670-4673, 2021 May 11.
Article en En | MEDLINE | ID: mdl-33978003
ABSTRACT
Copper-catalyzed silafunctionalization of alkynes using a silylboronic ester as a silicon source has recently progressed rapidly. Generally, the reaction affords a product with cis-stereoselectivity. We herein describe trans-selective 1,2-addition of silylboronic esters to internal arylalkynes, which was promoted efficiently by the CuOt-Bu/RCy2P/NaOt-Bu catalysts. Moreover, we report a stereochemical switch to cis-addition in the reactions of Me2(i-PrO)Si-B(pin) in hydrocarbon solvents including cyclohexane.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2021 Tipo del documento: Article
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Commun (Camb) Asunto de la revista: QUIMICA Año: 2021 Tipo del documento: Article