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Molecules

Title:		Asymmetric Synthesis of Contact Sex Pheromone of Tetropium fuscum and Its Enantiomer
Author(s):		Wang X; Wang J; Ma F; Bian Q; Wang M; Zhong J;
Address:		"Department of Applied Chemistry, China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193, China. College of Enviromental Sciences, Sichuan Agricultural University, 211 Huimin Road, Chengdu 611130, China"
Journal Title:		Molecules
Year:		2022
Volume:		20221014
Issue:		20
Page Number:		-
DOI:		10.3390/molecules27206897
ISSN/ISBN:		1420-3049 (Electronic) 1420-3049 (Linking)
Abstract:		"Tetropium fuscum is a harmful forest pest and attacks spruces. The contact sex pheromone of this pest, (S)-11-methyl-heptacosane, and its enantiomer were synthesized via Evans' chiral auxiliaries. The key steps of this approach included acylation of carboxylic acid, diastereoselective methylation of oxazolidinone amide, and Wittig coupling of the aldehyde with chiral phosphonium salt. The synthetic pheromones would have potential utility in the control of this pest"
Keywords:		Animals *Sex Attractants *Coleoptera Pheromones Aldehydes Carboxylic Acids Amides Tetropium fuscum asymmetric synthesis chiral auxiliary contact sex pheromone;
Notes:		"MedlineWang, Xueyang Wang, Jianan Ma, Fengbo Bian, Qinghua Wang, Min Zhong, Jiangchun eng 2017YFD0201404/the National Key Technology Research and Development Program of China/ Switzerland 2022/10/28 Molecules. 2022 Oct 14; 27(20):6897. doi: 10.3390/molecules27206897"