Studies toward Total Synthesis of Non-aromatic Erythrina Alkaloids. (2). A General Method for Synthesis of Perhydro-6H-pyrido[2,1-i]indole Derivatives : Synthesis of Isoerythroidine Skeleton

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概要

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• A general method for synthesis of a physiologically important skeleton, perhydro-6H-pyrido[2,1-i]indole, through cyclization of an active methylene group to an N-acyliminium, was developed. Treatment of the ketoester 5 with BF_3・Et_2O in methylene chloride resulted in deacetalization of the ethylene acetal group accomapnied with the expected double cyclization to give the tricyclic product 8 in 83% yield, and 8 was smoothly decarbomethoxylated to give decahydro-6H-pyrido[2,1-i]indole-2,6-dione (9). The former compound 8 was converted into derivatives of the isoerythroidine skeleton, 14 and 16.

• 公益社団法人日本薬学会の論文
• 1992-07-25

著者

• 津田 喜典

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 礒部 公明

  昭和薬大

• 礒部 公明

  Showa College of Pharmaceutical Sciences

• 細井 深造

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 石浦 明子

  Faculty of Pharmaceutical Sciences Kanazawa University

• 細井 深造

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 津田 喜典

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 津田 喜典

  金沢大薬

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