title: Simple synthesis of 5,9-dimethylated long-chain alkanes, the sex pheromones of leaf miner moths.
abstract: Each stereoisomeric mixture of 5,9-dimethylpentadecane and 5,9-dimethylhexadecane, the major and the minor sex pheromone components of Perileucoptera coffeella, respectively, was synthesized in about 25% overall yield through 6 steps from beta-citronellol. 5,9-Dimethylheptadecane, the major sex pheromone component of Leucoptera malifoliella, was also synthesized analogously as a stereoisomeric mixture in a 22% overall yield.
authors.affiliation: Laboratory of Agricultural Chemicals, Faculty of Agriculture, Ibaraki University, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Liang
authors.forename: S
authors.initials: S
authors.lastname: Kuwahara
authors.forename: M
authors.initials: M
authors.lastname: Hasegawa
authors.forename: O
authors.initials: O
authors.lastname: Kodama
mesh_terms: D000080462:Acyclic Monoterpenes; D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D039821:Monoterpenes; D009036:Moths / Q000737:chemistry*; D012724:Sex Attractants / Q000138:chemical synthesis* / Q000737:chemistry; D013729:Terpenes / Q000737:chemistry
chemical_list: C421188:5,9-dimethylheptadecane; C421187:5,9-dimethylpentadecane; D000080462:Acyclic Monoterpenes; D000473:Alkanes; D039821:Monoterpenes; D012724:Sex Attractants; D013729:Terpenes; C007078:citronellol