Chemistry Letters

An efficient synthetic method of jasmone analogues and 2, 5-dialkylpyrrolidine alkaloids using 1-benzyl-2, 5-dicyanopyrrolidine

K Takahashi, T Aihara, K Ogura

Index: Takahashi, Kazumasa; Aihara, Tetsuhito; Ogura, Katsuyuki Chemistry Letters, 1987 , p. 2359 - 2362

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Citation Number: 7

Abstract

Reaction of 1-benzyl-2, 5-dicyanopyrrolidine with alkyl halides give unsymmetrical 2, 5- dialkylated products (3) in high yields. Hydrolysis of 3 gives γ-diketones which serve as precursors for jasmone analogues having a cyclopentenone framework, while decyanation and debenzylation of 3 lead to 2, 5-dialkylpyrrolidine alkaloids in high yields.