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Unsymmetrical double Wittig olefination on the syntheses of insect pheromones. Part 1: Synthesis of 5, 9-dimethylpentadecane, the sexual pheromone of Leucoptera …

PHG Zarbin, JL Princival, ER de Lima, AA dos Santos…

文献索引:Zarbin, Paulo H. G.; Princival, Jefferson L.; De Lima, Eraldo R.; Dos Santos, Alcindo A.; Ambrogio, Bianca G.; De Oliveira, Alfredo R. M. Tetrahedron Letters, 2004 , vol. 45, # 2 p. 239 - 241

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被引用次数: 25

摘要

An expeditious three-step synthesis of a mixture of stereoisomers of 5, 9- dimethylpentadecane, the sexual pheromone of the coffee leaf miner Leucoptera coffeella, is described. The route employs an unsymmetrical double Wittig olefination to build the carbon skeleton of the molecule, as the key reaction. The bis-phosphonium salt, derived from 1, 3-dibromopropane, reacted 'one-pot'with the ketones 2-octanone and 2-hexanone, ...