Reductive Ti-crossed Claisen Condensation between Methyl α-Bromocarboxylates and Acid Chlorides Utilizing a TiCl4–PPh3–<i>N</i>-Methylimidazole Reagent

  • Akira Iida
    Department of Chemistry, School of Science and Technology, Kwansei Gakuin University
  • Syogo Nakazawa
    Department of Chemistry, School of Science and Technology, Kwansei Gakuin University
  • Hidefumi Nakatsuji
    Department of Chemistry, School of Science and Technology, Kwansei Gakuin University
  • Tomonori Misaki
    Department of Chemistry, School of Science and Technology, Kwansei Gakuin University
  • Yoo Tanabe
    Department of Chemistry, School of Science and Technology, Kwansei Gakuin University

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Abstract

<jats:title>Abstract</jats:title> <jats:p>Reductive Ti-crossed Claisen condensation between methyl α-bromocarboxylates and acid chlorides utilizing a TiCl4–PPh3–N-methylimidazole reagent proceeded smoothly to give the α-monosubstituted and thermodynamically unfavorable α,α-disubstituted β-keto methyl esters in good to excellent yields (33 examples; 73–96% yield).</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 36 (1), 48-49, 2006-12-16

    Oxford University Press (OUP)

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