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Synlett 1996; 1996(1): 82-84
DOI: 10.1055/s-1996-5334
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Synthesis of β,β-Difluoro-γ,δ-unsaturated Carboxylic Esters Using Claisen Rearrangement

Toshiyuki Takagi, Naoko Okikawa, Shuichi Johnoshita, Mayumi Koyama, Akira Ando, Itsumaro Kumadaki*
  • *Faculty of Pharmaceutical Sciences, Setsunan University, Nagaotoge-cho, Hirakata, Osaka 573-01, Japan, FAX: 81-720-50-7020
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Publikationsdatum:
31. Dezember 2000 (online)

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Treatment of α-(1-chloro-2,2-difluoroethenyl) alcohols with triethyl orthoacetate in the presence of propanoic acid gave ethyl γ-chloro-β,β-difluoro-γ,δ-unsaturated carboxylates in good yields. This method provides a convenient synthesis of the title compounds from CF3CHBrCl (1) and carbonyl compounds.

Claisen rearrangement - β,β-Difluoro-γ,δ-unsaturated Carboxylic Ester - difluorovinylcarbinol - halothane - aldehyde