New approach to the synthesis of 9-oxo-2E-decenoic acid, a multifunctional pheromone of queen honeybee, from the telomer of butadiene and water

…, GV Nasibullina, MP Yakovleva, RR Muslukhov…

Index: Ishmuratov; Vydrina; Nasibullina; Yakovleva; Muslukhov; Tolstikov Chemistry of Natural Compounds, 2011 , vol. 47, # 5 p. 789 - 791

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Abstract

A new approach was proposed for the synthesis of 9-oxo-2E-decenoic acid, a multifunctional pheromone of queen honeybee (Apis mellifera L.), starting from the available telomer of butadiene and water (2E, 7-octadien-1-ol) using in the key steps partial ozonolysis of the corresponding carbonyl compound, selective oxidation of the conjugated aldehyde into a carboxylic acid, and alkylation of acetoacetic ester to introduce the oxo ...