In a previous study we reported the identification of the first ketone found in the Pentatomidae family, the sex attractant pheromone of the male stink bug Pallantia macunaima, (6R,10S)-6,10,13-trimethyltetradecan-2-one. Here we describe an efficient enantioselective route for the synthesis of the four stereoisomers of this pheromone. The synthesis was conceived as the connection of two chiral building blocks, employing (R)- or (S)-citronellol and methyl (S)-3-hydroxy-2-methylpropionate as the source of chirality.

中文翻译：

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pallantione的四种立体异构体的新对映体选择性合成，pallantione是雄性产的Pallantia macunaima的性信息素（Heteroptera：Pentatomidae）

在先前的研究中，我们报告了在五翅目科中发现的第一种酮的鉴定，即五味臭虫Pallantia macunaima（6 R，10 S）-6,10,13-trimethyltetradecan-2-one的性引诱剂信息素。在这里，我们描述了一种有效的对映选择性途径，用于合成该信息素的四个立体异构体。合成被认为是两个手性结构单元的连接，采用（R）-或（S）-香茅醇和（S）-3-羟基-2-甲基丙酸甲酯作为手性来源。