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Enantioselective Synthesis of the Active Sex Pheromone Components of the Female Lichen Moth, Lyclene dharma dharma, and Their Enantiomers

文献类型: 外文期刊

作者: Zhou, Yun 1 ; Wang, Jianan 2 ; Zhang, Yueru 1 ; Fu, Xiaochen 1 ; Xie, Hongqing 1 ; Han, Jinlong 1 ; Zhang, Jianhua 1 ; Zhong, Jiangchun 2 ; Shan, Chenggang 1 ;

作者机构: 1.Shandong Acad Agr Sci, Inst Ind Crops, Jinan 250100, Peoples R China

2.China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China

关键词: sex pheromone; Lyclene dharma dharma; Evans' chiral auxiliary; enantioselective synthesis

期刊名称:MOLECULES ( 影响因子:4.2; 五年影响因子:4.6 )

ISSN:

年卷期: 2024 年 29 卷 12 期

页码:

收录情况: SCI

摘要: The Lichen moth, Lyclene dharma dharma (Arctiidae, Lithosiinae), plays a significant role in forest ecosystem dynamics. A concise and novel method to synthesize the active sex pheromone components, (S)-14-methyloctadecan-2-one ((S)-1), (S)-6-methyloctadecan-2-one ((S)-2), and their enantiomers has been developed. Key steps in the synthesis include the use of Evans' chiral auxiliaries, Grignard cross-coupling reactions, hydroboration-oxidation, and Wacker oxidation. The synthesized sex pheromone components hold potential value for studies on communication mechanisms, species identification, and ecological management.

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