Copper-catalyzed Silylative Allylation of Ketones and Aldehydes Employing Allenes and Silylboranes

• Yosuke Tani

  Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University

• Tatsuya Yamaguchi

  Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University

• Tetsuaki Fujihara

  Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University

• Jun Terao

  Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University

• Yasushi Tsuji

  Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University

Abstract

The copper-catalyzed silylative allylation of ketones with allenes and silylboranes via an in situ generated β-silylallylcopper intermediate has been developed. Various ketones and allenes were converted to the homoallylic tertiary alcohols bearing internal (E)-vinylsilane moieties regio- and stereoselectively in good to high yields. Aldehydes were also employed as electrophiles in the reaction.

Journal

• Chemistry Letters

  Chemistry Letters 44 (3), 271-273, 2014-11-22

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360002219105623424
• NII Article ID: 130004712947
• DOI: 10.1246/cl.141018
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/44/3/271/55643699/cl.141018.pdf
• Data Source:
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