Synthesis of the Sex Pheromone of the Tea Tussock Moth Based on a Resource Chemistry Strategy

Synthesis of the sex pheromone of the tea tussock moth in 33% overall yield over 10 steps was achieved. Moreover, the chiral pool concept was applied in the asymmetric synthesis. The synthesis used a chemical available on a large-scale from recycling of wastewater from the steroid industry. The carb...

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Published inMolecules (Basel, Switzerland) Vol. 23; no. 6; p. 1347
Main Authors Zhang, Hong-Li, Sun, Zhi-Feng, Zhou, Lu-Nan, Liu, Lu, Zhang, Tao, Du, Zhen-Ting
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 04.06.2018
MDPI
Subjects
Acids
Asymmetric synthesis
Chemistry
Hydrogenation
insect sex pheromone
Laboratories
Organic chemistry
Peer review
Pheromones
resource chemistry
Sex pheromone
Strategy
Tea
tea tussock moth
total synthesis
Wastewater
resource chemistry
total synthesis
tea tussock moth
insect sex pheromone
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Summary:Synthesis of the sex pheromone of the tea tussock moth in 33% overall yield over 10 steps was achieved. Moreover, the chiral pool concept was applied in the asymmetric synthesis. The synthesis used a chemical available on a large-scale from recycling of wastewater from the steroid industry. The carbon skeleton was constructed using the C4+C5+C8 strategy. Based on this strategy, the original chiral center was totally retained.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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These authors contributed equally to this work.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules23061347