A versatile approach to the synthesis of 9 (Z)-unsaturated acyclic insect pheromones from undec-10-enoic acid

GY Ishmuratov, RY Kharisov, MP Yakovleva…

文献索引：Ishmuratov; Kharisov; Yakovleva; Botsman; Galeeva; Ishmuratova; Tolstikov Russian Chemical Bulletin, 1998 , vol. 47, # 8 p. 1595 - 1597

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被引用次数: 1

摘要

Abstract A general approach to the synthesis of 9 (Z)-unsaturated acyclic insect pheromones from undec-10-enoic acid was developed. The method comprises the conversion of the acid into undec-10-enyl acetate, shortening of its carbon chain to afford dec-9-enyl acetate (via 11-acetoxyundecanoic acid), and a two-step transformation of the latter into the key intermediate, dec-9-yn-1-ol, by sequential bromination—dehydrobromination. The ...