Asymmetric Carbolithiation of Conjugated Enynes: A Flow Microreactor Enables the Use of Configurationally Unstable Intermediates before They Epimerize.

We found that a flow microreactor system enables the generation of a configurationally unstable chiral organolithium intermediate and allows for its use in a reaction with an electrophile before it epimerizes. Based on this method, the enantioselective carbolithiation of conjugated enynes followed b...

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Publicado en:Journal of the American Chemical Society Vol. 133; no. 11; pp. 3744 - 3748
Autores principales: Tomida, Yutaka, Nagaki, Aiichiro, Yoshida, Jun-ichi
Formato: Artículo
Publicado: American Chemical Society 3/23/2011
Materias:
Acceso en línea:Ver este registro en EBSCOhost
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      dt: 3/23/2011
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        10.1021/ja110898s
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        atl: Asymmetric Carbolithiation of Conjugated Enynes: A Flow Microreactor Enables the Use of Configurationally Unstable Intermediates before They Epimerize.
      aug:
        au:
          Tomida, Yutaka
          Nagaki, Aiichiro
          Yoshida, Jun-ichi
        affil: Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan
      su:
        Conjugated polymers
        Information asymmetry
        Enantioselective catalysis
        Microreactors
        Electrophiles
      sug:
        subj:
          Conjugated polymers
          Information asymmetry
          Enantioselective catalysis
          Microreactors
          Electrophiles
      ab: We found that a flow microreactor system enables the generation of a configurationally unstable chiral organolithium intermediate and allows for its use in a reaction with an electrophile before it epimerizes. Based on this method, the enantioselective carbolithiation of conjugated enynes followed by the reaction with electrophiles was accomplished to obtain enantioenriched chiral allenes.
      pubtype: Academic Journal
      doctype: Article
      src: R
    language: English
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          year: 2011
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