Lewis Acid-Mediated Stereoselective Spiroannelation : A Facile Access to Aphidicolane and Stemodane B/C/D Ring Systems

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概要

• 論文の詳細を見る

• A novel and stereoselective spiroannelation reaction was developed. Treatment of the suitably functionalized cyclohexene derivative (3) with trimethylsilyl trifluoromethanesulfonate (TMSOTf) afforded the spiro[5.5]undecanes 4A and 5S exclusively. Changing the solvent from CH_2Cl_2 to CH_3CN or THF increased the stereoselectivity; predominant formation of 4A in CH_3CN and 5S in THF was observed. The spirocyclic compounds 4A and 5S were transformed into the tricyclo[6.3.1.0^<1,6>]dodecane derivatives (19A and 27S) corresponding to the B/C/D rings of aphidicolanes (1) and stemodanes (2).

• 社団法人日本薬学会の論文
• 1995-06-15

著者

• 金 相元

  Faculty of Pharmaceutical Sciences, Josai University

• 田中 徹明

  Faculty of Pharmaceutical Sciences, Osaka University

• 村上 和夫

  Faculty of Pharmaceutical Sciences, Osaka University

• 奥田 修

  Faculty of Pharmaceutical Sciences, Osaka University

• 吉野 仁

  Faculty of Pharmaceutical Sciences, Osaka University

• 岩田 宙造

  Faculty of Pharmaceutical Sciences, Osaka University

• 村上 和夫

  阪大院薬

• 金 相元

  Faculty Of Pharmaceutical Sciences Josai University

• 吉野 仁

  阪大院薬

• 岩田 宙造

  阪大院薬

• 田中 徹明

  阪大院薬

• 田中 徹明

  Faculty Of Pharmaceutical Sciences Osaka University

• Tanaka T

  Kvushu Univ. Fukuoka Jpn

• 三神山 秀勲

  阪大薬

• 三神山 秀勲

  Faculty of Pharmaceutical Sciences, Osaka University

• 神田 篤

  Faculty of Pharmaceutical Sciences, Osaka University

• Tanaka T

  Osaka Univ. Osaka Jpn

• Kim S‐w

  Faculty Of Pharmaceutical Sciences Josai University

• 岩田 宙造

  Faculty Of Pharmaceutical Sciences Osaka University

• 神田 篤

  Faculty Of Pharmaceutical Sciences Osaka University

• Kanda Atsushi

  Faculty Of Pharmaceutical Sciences Osaka University

• 田中 恒雄

  Department Of Pharmacy Hyogo College Of Medicine

• Tanaka Tetsuaki

  Faculty Of Pharmaceutical Sciences Osaka University

• Yamashita Haruhisa

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 吉野 仁

  Faculty Of Pharmaceutical Sciences Osaka University

• Okuda O

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 奥田 修

  Faculty Of Pharmaceutical Sciences Osaka University

• Murakami K

  Osaka Univ. Osaka Jpn

• Murakami K

  阪大院薬

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