98217-01-7Relevant academic research and scientific papers
Efficient and Convenient Method for Synthesis of Solenopsin A and Its Analogues Using 1-Benzyl-2,6-dicyanopiperidine
Takahashi, Kazumasa,Kurita, Hideki,Ogura, Katsuyuki,Iida, Hirotada
, p. 4368 - 4371 (2007/10/02)
An efficient synthetic sequence proposed here provides a new method for preparation of not only solenopsin A, i.e., trans-2-methyl-6-undecylpiperidine, but also coniine, i.e., 2-propylpiperidine, and other 2,6-dialkylpiperidine alkaloids: A reaction of 1-benzyl-2,6-dicyanopiperidine (1) with alkyl halides selectively gives 2-alkyl- and 2,6-dialkyl-1-benzyl-2,6-dicyanopiperidines (2 and 3), decyanation of which affords respectively 2-alkyl- and 2,6-dialkyl-1-benzylpiperidines (4 and 5) in high yields.
