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A strategic study towards constructing the nine-membered azonane ring system of palhinine A via an azidoketol fragmentation reaction

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Abstract

A proposed strategy for constructing the nine-membered azonane ring system embedded in the isotwistane framework of palhinine A has been preliminarily studied on the basis of an azidoketol fragmentation reaction together with a SmI2-mediated pinacol coupling. Albeit negative results for building the azonane ring scaffold via a tertiary azidoketol fragmentation, the present exploration strategically provided an endeavor to probe the synthetically challenging issue in the synthetic study of palhinine A.

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Authors and Affiliations

  1. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, China

    Fang-Xin Wang, Peng-Lin Zhang, Hui-Bin Wang, Guo-Biao Zhang & Chun-An Fan

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  1. Fang-Xin Wang
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  2. Peng-Lin Zhang
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  3. Hui-Bin Wang
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  4. Guo-Biao Zhang
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  5. Chun-An Fan
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Correspondence to Chun-An Fan.

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Wang, FX., Zhang, PL., Wang, HB. et al. A strategic study towards constructing the nine-membered azonane ring system of palhinine A via an azidoketol fragmentation reaction. Sci. China Chem. 59, 1188–1196 (2016). https://doi.org/10.1007/s11426-016-0059-7

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  • DOI: https://doi.org/10.1007/s11426-016-0059-7

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