A Facile Synthesis of Both Enantiomers of 6-Acetoxy-5-hexadecanolide, a Major Component of Mosquito Oviposition Attractant Pheromones

作者：Singh Surendra; Guiry Patrick J^*

来源：European Journal of Organic Chemistry, 2009, 2009(12): 1896-1901.

DOI：10.1002/ejoc.200801134

• Pheromones
• Lactones
• Natural products
• Total synthesis

The stereoselective synthesis of (-)-(5R,6S)-erythro-6-acetoxy-5-hexadecanolide, the major component of a mosquito oviposition attractant pheromone, and its enantiomer are reported. The synthesis was completed over seven steps in 28% overall yield by using Sharpless asymmetric epoxidation and ZrCl(4)-catalyzed cyclic acetal formation as the key steps.

• 出版日期2009-4