Excellent Chiral Introduction by Diene Iron-Tricarbonyl Moiety. II : A Formal Synthesis of (+)- and (-)-Frontalin Using a Diastereoselective 1,2-Nucleophilic Addition of Organometallics into a (Z)-Dienone Fe(CO)_3 Complex

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概要

• 論文の詳細を見る

• A nucleophilic addition of alkyllithiums to the (Z)-dienone iron-tricarbonyl [Fe(CO)_3] complex (3) gave the (Z)-dienol complex (4) exclusively, while the reaction of 3 with alkylmagnesium bromide or trialkylaluminum provided the (E)-dienol complex (2) via the isomerization of 3 to the (E)-dienone complex (1). Application of this methodology was demonstrated in a formal synthesis of both (+)- and (-)-frontalin from the same chiral starting material, {(2S, 5S)-(2E, 4Z)-tricarbonyl[2-5-η-11-chloro-2,4-undecadien-6-one]iron} (8).

• 社団法人日本薬学会の論文
• 1996-05-15

著者

• 竹本 佳司

  Faculty Of Pharmaceutical Sciences Osaka University

• 岩田 宙造

  阪大院薬

• Takemoto Yoshiji

  Faculty Of Pharmaceutical Sciences Osaka University

• Takemoto Y

  Graduate School Of Pharmaceutical Sciences Kyoto University

• TAKEUCHI Jun

  Faculty of Pharmaceutical Sciences, Osaka University

• IWATA Chuzo

  Faculty of Pharmaceutical Sciences, Osaka University

• MORIO Ken-ichiro

  Faculty of Pharmaceutical Sciences, Osaka University

• NAKAMOTO Takahisa

  Faculty of Pharmaceutical Sciences, Osaka University

• Iwata Chuzo

  Faculty Of Pharmaceutical Sciences Osaka University

• Takeuchi J

  Department Of Materials Science Shimane University

• Takeuchi J

  Department Of Physics Faculty Of Science Shimane University

• Takeuchi J

  Faculty Of Pharmaceutical Sciences Osaka University

• Morio Ken-ichiro

  Faculty Of Pharmaceutical Sciences Osaka University

• Nakamoto Takahisa

  Faculty Of Pharmaceutical Sciences Osaka University

• Takeuchi Jun

  Faculty Of Pharmaceutical Sciences Hokkaido University:department Of Laboratory Medicine Nagoya Univ

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