Synthesis of the female sex pheromone of the citrus mealybug, Planococcus citri

Synthesis of the female sex pheromone of the citrus mealybug, Planococcus citri
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DOI:
10.1021/jf035301h
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发表时间:
2004-05-19
影响因子:
6.1
通讯作者:
Webster, FX
Webster, FX
中科院分区:
农林科学1区
文献类型:
--
作者:
Passaro, LC;Webster, FX

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柑橘粉蚧是美国南部的一种常见害虫。S.和地中海。本文报道了雌虫性信息素(1 R)-(+)-cis-2,2-二甲基-3-异丙烯基环丁烷甲醇乙酸酯的两种合成方法。关键的转化包括(1 R)-(+)-α-蒎烯丙基氧化为(+)-R-马鞭草烯酮,使用RuCl 3-NalO(4)进行氧化脱羧,以及使用Zn/CH 2Br 2/TiCl 4进行亚甲基化。
The citrus mealybug, Planococcus citri (Risso) is a common pest in the Southern U. S. and the Mediterranean. Two alternative syntheses of the female sex pheromone, (1R)-(+)-cis-2,2-dimethyl-3-isopropenyl-cyclobutane methanol acetate, have been developed. Key transformations include an allylic oxidation of (1R)-(+)-alpha-pinene to (+)-R-verbenone, oxidative decarboxylation using RuCl3-NalO(4), and methylenation with Zn/CH2Br2/TiCl4.