Synthesis of the sex pheromone of the peach fruit moth,Carposina sasakii Matsumura
The peach fruit moth(Carposina sasakii Matsumura)is one of China's most serious fruit-boring pests.Sex pheromone-based pest control has the advantages of being highly efficient,environmentally benign and rarely inducing pest resistance.However,the sex pheromone of the peach fruit moth,(Z)-12-decadecadecene-9-one and(Z)-13-decadecene-10-one,is extremely low in the pest.Therefore,it is insufficient for large-scale pest control via artificial extraction.An efficient synthesis of the sex pheromone has been developed via 7 steps including tetrahydro-2H-pyran-2-yl(THP)protection,nucleophilic substitution,Brown P2-Ni reduction,the addition of Grignard reagent and the oxidation with pyridinium dichromate(PDC)from 3-bromopropan-1-ol.Notably,Brown P2-Ni reduction was firstly used to construct a carbon-carbon double bond of the sex pheromone.The total yield was 5%.Our study has the advantages of simple operation and target pheromone with high regional selectivity(Z:E>99:1),which could be used for the green control of the peach fruit moth.
the peach fruit mothsex pheromonesynthesisBrown P2-Ni reduction
国家科技期刊平台
NSTL
万方数据
维普
