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Stereocontrolled synthesis of all of the four possible stereoisomers of -3,7-dimethyl- pentadec-2-yl acetate and propionate, the sex pheromone of the pine sawflies

1978; Elsevier BV; Volume: 19; Issue: 10 Linguagem: Inglês

10.1016/s0040-4039(01)91431-5

1873-3581

Kenji Mori, S. TAMADA, Masanao Matsui,

Marine Toxins and Detection Methods

Abstract All of the four possible stereoisomers of 2,3- erythro -3,7-dimethylpentadecan-2-ol 1 were synthesized by a stereospecific S N 2 oxirane cleavage of (2 S ,3 S )-2,3-epoxybutane or its antipode with lithium di[( R )- or ( S )-4-methyldodecyl]cuprate. Their acetates or propionates were prepared to test their pheromone activity.