Efficient and convenient method for synthesis of solenopsine A and its analogs using 1-benzyl-2, 6-dicyanopiperidine

K Takahashi, H Kurita, K Ogura…

文献索引：Takahashi, Kazumasa; Kurita, Hideki; Ogura, Katsuyuki; Iida, Hirotada Journal of Organic Chemistry, 1985 , vol. 50, # 22 p. 4368 - 4371

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被引用次数: 18

摘要

An efficient synthetic sequence proposed here provides a new method for preparation of not only solenopsin A, ie, trarzs-2-methyl-6-undecylpiperidine, but also coniine, ie, 2- propylpiperidine, and other 2, 6-dialkylpiperidine alkaloids: A reaction of l-benzyl-2, 6- dicyanopiperidine (1) with alkyl halides selectively gives 2-alkyl-and 2, 6-dialkyl-l-benzyl-2, 6-dicyanopiperidines (2 and 3), decyanation of which affords respectively 2-alkyl-and 2, 6- ...