Optically pure acyclic bifunctional compounds from (-)-menthone. Synthesis of R-4-methyl-1-nonanol, the sex pheromone of the larger flour beetle (Tenebrio molitor L.)

Article abstract of DOI:10.1007/BF00702016

A number of novel methyl-branched chirones were prepared starting from (-)-menthone and making use of a novel, efficient, and selective oxidant, decanepersulfonic acid (DPSA).Optically pure (4R)-methyl-1-nonanol, the sex pheromone of the larger flour beetle (Tenebrio molitor L.), was synthesized.