Enantioselective Fluorination of Organic Molecules. I. Synthetic Studies of the Agents for Electrophilic, Enantioselective Fluorination of Carbanions

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概要

• 論文の詳細を見る

• In order to develop novel methods for electrophilic and enantioselective fluorination of active methine compounds, preliminary experiments were carried out. The N-tosyl derivative 5 obtained from D-phenylglycine was fluorinated with FClO_3 or diluted F_2 gas to give the N-fluoro-N-tosyl derivative 6. N-Tosyl- or N-mesyl-(S)-α-phenethylamine 7 or 8 was sujected to FClO_3 fluorination to produce the corresponding N-fluoro derivative, 10 or 11,respectively.Enantioselective flurination of some methine compounds was attempted employing the above N-fluoro agents. Best result was obtained when 2-benzyl-1-tetralone/KHMDS was treated with 10 to produce the fluorinated tetralone 17 in 53% yield with enantiomeric excess (ee) of 48%.

• 社団法人日本薬学会の論文
• 1997-06-15

著者

• 小泉 徹

  富山医科薬科大学薬学部薬化学

• 小泉 徹

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 竹内 義雄

  富山大院医薬

• Koizumi T

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Koizumi T

  Toyama Medical And Pharmaceutical Univ. Toyama Jpn

• SATOH Akira

  Faculty of System Science and Technology, Akita Prefectural University

• Satoh T

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• TAKEUCHI Yoshio

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• SUZUKI Takanori

  Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

• KAMEDA Ayako

  Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

• DOHRIN Masahiro

  Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

• SATOH Toshihiro

  Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

• KOIZUMI Toru

  Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

• KIRK Kenneth

  Laboratory of Bioorganic Chemistry, NIDDK, National Institutes of Health

• Kirk Kenneth

  Laboratory Of Bioorganic Chemistry National Institute Of Diabetes And Digestive And Kidney Diseases

• Satoh Toshihiro

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• Kirk K

  National Inst. Health Maryland Usa

• 小泉 徹

  Department Of Synthetic Organic Chemistry:faculty Of Pharmaceutical Sciences Toyama Medical And Phar

• Kameda Ayako

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• Koizumi Toru

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• Dohrin M

  Toyama Medical And Pharmaceutical Univ. Toyama Jpn

• Dohrin Masahiro

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Koizumi Toru

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Satoh Akira

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• Takeuchi Yoshio

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Satoh Akira

  Faculty Of Engineering Tohokugakuin University

• Suzuki Takanori

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• Takeuchi Yoshio

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

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