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Molecules 2018, 23(6), 1347; https://doi.org/10.3390/molecules23061347

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

1,†
,
2,3,†
,
3
,
3
,
3,* and 3,4,*
1
State Key Laboratory of Crop Stress Biology in Arid Areas, Northwest A&F University, Yangling 712100, China
2
Shaanxi Key Laboratory for Catalysis, College of Chemical and Environment Science, Shaanxi University of Technology, Hanzhong 723001, China
3
College of Chemistry and Pharmacy, Northwest A&F University, Yangling 712100, China
4
Key Laboratory of Botanical Pesticide R&D in Shaanxi Province, Yangling 712100, China
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Received: 16 May 2018 / Revised: 30 May 2018 / Accepted: 3 June 2018 / Published: 4 June 2018
(This article belongs to the Special Issue Synthesis, Study and Utilization of Natural Products)
Full-Text   |   PDF [1562 KB, uploaded 4 June 2018]   |  

Abstract

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. View Full-Text
Keywords: insect sex pheromone; tea tussock moth; total synthesis; resource chemistry insect sex pheromone; tea tussock moth; total synthesis; resource chemistry
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Zhang, H.-L.; Sun, Z.-F.; Zhou, L.-N.; Liu, L.; Zhang, T.; Du, Z.-T. Synthesis of the Sex Pheromone of the Tea Tussock Moth Based on a Resource Chemistry Strategy. Molecules 2018, 23, 1347.

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