Concise total synthesis of (3Z,6Z,9S,10R)-9,10-epoxy-1,3,6-heneicosatriene, sex pheromone component of Hyphantria Cunea |
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| Authors: | Chao Che Zhong-Ning Zhang |
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| Affiliation: | a State Key Laboratory of Integrated Management of Pest Insects and Rodents, Institute of Zoology, Chinese Academy of Sciences, No. 19, Zhongguancun Road, Beijing 100080, People's Republic of China
b Graduate School of the Chinese Academy of Sciences, Beijing 100039, People's Republic of China |
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| Abstract: | The total synthesis of (3Z,6Z,9S,10R)-9,10-epoxy-1,3,6-heneicosatriene, sex pheromone component of Hyphantria cunea, using a convergent synthetic strategy, was achieved through the regioselective coupling of the two fragments, chiral epoxy tosylate and 1,4-diyne. The former fragment was synthesized in two efficient and convenient approaches starting from the same available material using Sharpless AE kinetic resolution as the key step. |
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| Keywords: | Sex pheromone Hyphantria cunea Total synthesis |
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