Comparison of the Reaction of Benzylammonium N-Methylides with That of Benzylsulfonium S-Methylides

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概要

• 論文の詳細を見る

• Allylbenzylsulfonium S-methylides 8S and dibenzylsulfonium S-methylides 18S have been generated by the fluoride ion-induced desilylation of S-benzyl-S-[(trimethylsilyl)methyl](alk-2-enyl)sulfonium salts 4S and S-benzyl-S-[(trimethylsilyl)methyl](4-substituted benzyl)sulfonium salts 7S, and the isomerized products are compared with those of the corresponding N-methylides. S-Methylides 8S selectively rearrange toward the allyl groups (path a in Chart 2), whereas rearrangement to the benzyl groups (path b) competitively occurs in N-methylides 8N. Isomerization of S-methylides 18S to S-benzylides 19S and 20S competes with sigmatropic rearrangement to the benzyl groups (paths a and b in Chart 3), whereas the isomerization of N-methylides 18N is not observed.

• 社団法人日本薬学会の論文
• 1999-02-15

著者

• 佐藤 美洋

  北海道大学大学院薬学研究院

• 関川 善夫

  Department Of Pharmaceutical Sciences National Institute Of Public Health

• IKEDA Shin-ichi

  Faculty of Science,Hiroshima University

• Sato Y

  Osaka Prefecture University

• Sato Y

  (present Address)tsukuba Research Institute Banyu Pharmaceutical Co. Ltd.

• MAEDA Yoshiko

  Showa Pharmaceutical University

• Ikeda Shin-ichi

  Faculty Of Pharmaceutical Sciences Nagoya City University

• NISHIMURA Tomofumi

  Faculty of Pharmaceutical Sciences, Nagoya City University

• ZHANG Chen

  Faculty of Pharmaceutical Sciences, Nagoya City University

• MAEDA Yasuhiro

  Faculty of Pharmaceutical Sciences, Nagoya City University

• SHIRAI Naohiro

  Faculty of Pharmaceutical Sciences, Nagoya City University

• SATO Yoshiro

  Faculty of Pharmaceutical Sciences, Nagoya City University

• Maeda Y

  Showa Pharmaceutical University

• Sato Y

  Kyoritsu College Of Pharmacy

• 佐藤 嘉信

  Department Of Chemical Engineering University Of Osaka Prefecture

• Maeda Yasuhiro

  Faculty Of Engineering Osaka Prefecture University

• Shirai Naohiro

  Faculty Of Pharmaceutical Sciences Nagoya City University

• Zhang Chen

  Faculty Of Pharmaceutical Sciences Nagoya City University

• Sato Yoshiro

  Faculty Of Pharmaceutical Science Nagoya City University

• Nishimura Tomofumi

  Faculty Of Pharmaceutical Sciences Nagoya City University

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