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Total synthesis of norleucosceptroids F and G
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Key words:
- Total synthesis
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[1] (a) S.H. Luo, Q. Luo, X.M. Niu, et al., Glandular trichomes of Leucosceptrum canum harbor defensive sesterterpenoids, Angew. Chem. Int. Ed. 49 (2010) 4471-4475; (b) S.H. Luo, L.H. Weng, M.J. Xie, et al., Defensive sesterterpenoids with unusual antipodal cyclopentenones from the leaves of Leucosceptrum canum, Org. Lett. 13 (2011) 1864-1867; (c) S.H. Luo, J. Hua, C.H. Li, et al., New antifeedant C20 terpenoids from Leucosceptrum canum, Org. Lett. 14 (2012) 5768-5771; (d) S.H. Luo, J. Hua, X.M. Niu, et al., Defense sesterterpenoid lactones from Leucosceptrum canum, Phytochemistry 86 (2013) 29-35; (e) S.H. Luo, J. Hua, C.H. Li, et al., Unusual antifeedant spiro-sesterterpenoid from the flowers of Leucosceptrum canum, Tetrahedron Lett. 54 (2013) 235-237; (f) S.H. Luo, C.L. Hugelshofer, J. Hua, et al., Unraveling the metabolic pathway in Leucosceptrum canum by isolation of new defensive leucosceptroid degradation products and biomimetic model synthesis, Org. Lett. 16 (2014) 6416-6419.[1] (a) S.H. Luo, Q. Luo, X.M. Niu, et al., Glandular trichomes of Leucosceptrum canum harbor defensive sesterterpenoids, Angew. Chem. Int. Ed. 49 (2010) 4471-4475; (b) S.H. Luo, L.H. Weng, M.J. Xie, et al., Defensive sesterterpenoids with unusual antipodal cyclopentenones from the leaves of Leucosceptrum canum, Org. Lett. 13 (2011) 1864-1867; (c) S.H. Luo, J. Hua, C.H. Li, et al., New antifeedant C20 terpenoids from Leucosceptrum canum, Org. Lett. 14 (2012) 5768-5771; (d) S.H. Luo, J. Hua, X.M. Niu, et al., Defense sesterterpenoid lactones from Leucosceptrum canum, Phytochemistry 86 (2013) 29-35; (e) S.H. Luo, J. Hua, C.H. Li, et al., Unusual antifeedant spiro-sesterterpenoid from the flowers of Leucosceptrum canum, Tetrahedron Lett. 54 (2013) 235-237; (f) S.H. Luo, C.L. Hugelshofer, J. Hua, et al., Unraveling the metabolic pathway in Leucosceptrum canum by isolation of new defensive leucosceptroid degradation products and biomimetic model synthesis, Org. Lett. 16 (2014) 6416-6419.
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[2] C.H. Li, S.X. Jing, S.H. Luo, et al., Peltate glandular trichomes of Colquhounia coccinea var. mollis harbor a new class of defensive sesterterpenoids, Org. Lett. 15 (2013) 1694-1697.[2] C.H. Li, S.X. Jing, S.H. Luo, et al., Peltate glandular trichomes of Colquhounia coccinea var. mollis harbor a new class of defensive sesterterpenoids, Org. Lett. 15 (2013) 1694-1697.
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[3] G.Z. Yue, X. Huang, B. Liu, Progress in the total syntheses oftrans-hydrindanecontaining terpenoids, Chin. J. Org. Chem. 33 (2013) 1167.[3] G.Z. Yue, X. Huang, B. Liu, Progress in the total syntheses oftrans-hydrindanecontaining terpenoids, Chin. J. Org. Chem. 33 (2013) 1167.
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[4] (a) J. Xie, Y. Ma, D.A. Horne, Asymmetric synthesis of the core structure of leucosceptroids A-D, J. Org. Chem. 76 (2011) 6169-6176; (b) X. Huang, L.Q. Song, J. Xu, et al., Asymmetric total synthesis of leucosceptroid B, Angew. Chem. Int. Ed. 52 (2013) 952-955; (c) C.L. Hugelshofer, T. Magauer, A general entry to antifeedant sesterterpenoids: total synthesis of (+)-norleucosceptroid A, (-)-norleucosceptroid B, and (-)- leucosceptroid K, Angew. Chem. Int. Ed. 53 (2014) 11351-11355; (d) C.L. Hugelshofer, T. Magauer, Total synthesis of the leucosceptroid family of natural products, J. Am. Chem. Soc. 137 (2015) 3807-3810; (e) C.L. Hugelshofer, T. Magauer, Strategies for the synthesis of antifeedant leucosceptroid natural products, Synlett 26 (2015) 572-579; (f) S. Guo, J. Liu, D.W. Ma, Total synthesis of leucosceptroids A and B, Angew. Chem. Int. Ed. 54 (2015) 1298-1301.[4] (a) J. Xie, Y. Ma, D.A. Horne, Asymmetric synthesis of the core structure of leucosceptroids A-D, J. Org. Chem. 76 (2011) 6169-6176; (b) X. Huang, L.Q. Song, J. Xu, et al., Asymmetric total synthesis of leucosceptroid B, Angew. Chem. Int. Ed. 52 (2013) 952-955; (c) C.L. Hugelshofer, T. Magauer, A general entry to antifeedant sesterterpenoids: total synthesis of (+)-norleucosceptroid A, (-)-norleucosceptroid B, and (-)- leucosceptroid K, Angew. Chem. Int. Ed. 53 (2014) 11351-11355; (d) C.L. Hugelshofer, T. Magauer, Total synthesis of the leucosceptroid family of natural products, J. Am. Chem. Soc. 137 (2015) 3807-3810; (e) C.L. Hugelshofer, T. Magauer, Strategies for the synthesis of antifeedant leucosceptroid natural products, Synlett 26 (2015) 572-579; (f) S. Guo, J. Liu, D.W. Ma, Total synthesis of leucosceptroids A and B, Angew. Chem. Int. Ed. 54 (2015) 1298-1301.
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[5] A.K. Chatterjee, T.L. Choi, D.P. Sanders, et al., A general model for selectivity in olefin cross metathesis, J. Am. Chem. Soc. 125 (2003) 11360-11370.[5] A.K. Chatterjee, T.L. Choi, D.P. Sanders, et al., A general model for selectivity in olefin cross metathesis, J. Am. Chem. Soc. 125 (2003) 11360-11370.
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