85 2-Alkyl-ω-azabicyclo[3.n.1]alkan-3-one類の位置選択的α開裂を利用したα,α'位シス置換ピペリジン及びピロリジンアルカロイドの合成(ポスター発表の部)

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概要

• 論文の詳細を見る

• α,α'-cis-Substituted piperidine or pyrrolidine alkaloids, indolizidine 223AB (5), monomorine I (6) and pinidine (19) were synthesized efficiently by the regioselective photo-cleavage of 2-alkyl-ω-azabicyclo[3.n.1]alkan-3-one (1: n=1, 0) as a common synthon. The course is a more efficient alternative to the one via the asymmetric deprotonation previously developed. Dihydropalustaramic acid (10), a versatile intermediate for the synthesis of dihydropalustrine, was also synthesized stereospecifically starting from the same material (1: n=1) via the tandem Beckmann and Huisgen-White rearrangement. Unusual stereospecificity encountered in the alkylation of 1 is also discussed.

• 天然有機化合物討論会の論文
• 1992-09-10

著者

• 田辺 元三

  近畿大学薬学部

• 前田 知美

  Faculty Of Pharmaceutical Sciences Kinki University

• 田邉 元三

  近畿大薬

• 奥村 一仁

  近畿大学薬学部

• 百瀬 雄章

  富山医薬大・薬

• 百瀬 雄章

  (present Address)faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 百瀬 雄章

  Faculty Of Pharmaceutical Sciences Osaka University

• 村岡 修

  近畿大・薬

• 奥村 一仁

  近畿大・薬

• 猪川 香織

  近畿大・薬

• 前田 知美

  近畿大・薬

• 田辺 元三

  近畿大・薬

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