Total Synthesis of the Sex Pheromone of IClania variegata/I Snellen and Its Stereoisomers

The paulownia bagworm, Clania variegata Snell, is an economically important pest of agriculture and forests. The sex pheromone of this pest and its stereoisomers were synthesized, and two of the stereoisomers were prepared for the first time. Our strategy was efficient and mainly included the ring-o...

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Veröffentlicht in:	International journal of molecular sciences 2024-05, Vol.25 (9)
Hauptverfasser:	Wang, Xueyang, Wu, Jianwei, Wang, Jianan, Liu, Dan, Bian, Qinghua, Zhong, Jiangchun
Format:	Artikel
Sprache:	eng
Schlagworte:	Amino acids Organic compounds Stereoisomers Synthesis
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container_title	International journal of molecular sciences
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creator	Wang, Xueyang Wu, Jianwei Wang, Jianan Liu, Dan Bian, Qinghua Zhong, Jiangchun
description	The paulownia bagworm, Clania variegata Snell, is an economically important pest of agriculture and forests. The sex pheromone of this pest and its stereoisomers were synthesized, and two of the stereoisomers were prepared for the first time. Our strategy was efficient and mainly included the ring-opening reaction of (S)-2-methyloxirane, the coupling of chiral sulfonate, the oxidative cleavage of olefin, and Yamaguchi esterification. Moreover, the overall yields of our synthesis were 23–29%, with eight steps in the longest route.
doi_str_mv	10.3390/ijms25094893
format	Article
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source	MDPI - Multidisciplinary Digital Publishing Institute; EZB-FREE-00999 freely available EZB journals; PubMed Central
subjects	Amino acids Organic compounds Stereoisomers Synthesis
title	Total Synthesis of the Sex Pheromone of IClania variegata/I Snellen and Its Stereoisomers
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