Citation: Sun Zhi-Feng, Zhou Lu-Nan, Zhang Tao, Du Zhen-Ting. Stereoselective synthesis of the Paulownia bagworm sex pheromone[J]. Chinese Chemical Letters, ;2017, 28(3): 558-562. doi: 10.1016/j.cclet.2016.11.018 shu

Stereoselective synthesis of the Paulownia bagworm sex pheromone

Sun Zhi-Feng ^a,b ,
Zhou Lu-Nan ^a ,
Zhang Tao ^a,, ,
Du Zhen-Ting ^a,,

a.
Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Science, Northwest A & F University, Yangling 712100, China
b.
College of Chemical and Environment Science, Shaanxi University of Technology, Hanzhong, 723001, China

Corresponding author: Zhang Tao, fuzitong@163.com Du Zhen-Ting, duzt@nwsuaf.edu.cn
Received Date: 17 August 2016
Revised Date: 28 October 2016
Accepted Date: 1 November 2016
Available Online: 18 March 2016

Figures(4)

According to our retrosynthesis, the main chain of the target molecule could be constructed using a C5+C7+C5 strategy. The key induction reaction afforded chiral methyl group moieties using different Evans templates with different configurations. Li₂CuCl₄ was effectively employed in the Csp³-Csp³ coupling protocol. The target molecular was obtained in a 12.6% overall yield with nine steps in the longest linear route.
- Pheromone,
- Paulownia bagworm,
- Evans template,
- Total synthesis
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沈阳化工大学材料科学与工程学院沈阳 110142