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Chemical Society Seminar: Professor Jieping Zhu - Diverting Cycloalkenes to Polycyclic Indole Alkaloids

Tuesday, June 5, 2018 01:00to02:30
Maass Chemistry Building Room 10, 801 rue Sherbrooke Ouest, Montreal, QC, H3A 0B8, CA

Indole alkaloids with broad skeleton diversity and important bioactivities have attracted attention of chemists for over a century. Indeed, the polycyclic structures of these natural products provided ideal test ground for the development of novel synthetic strategies and for the application of newly discovered reactions/transformations. In this talk, we will present a unified strategy that allowed us to accomplish the total synthesis of a number of structurally distinct indole alkaloids from simple cycloalkenes, emphasizing particularly on the design of integrated one-pot domino polycyclization processes.

References:

Our group鈥檚 recent work in the field of natural product synthesis, see: Z. Xu, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 2013, 52, 3272; T. Buyck, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 2013, 52, 12714; Z. Xu, Q. Wang, J. Zhu, J. Am. Chem. Soc. 2013, 135, 19127; O. Wagni猫res, Z. Xu, Q. Wang, J. Zhu, J. Am. Chem. Soc. 2014, 136, 15102; J.-B. Gualtierotti, D. Pasche, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 2014, 53, 9926; W. Ren, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 2014, 53, 1818; Erb, W.; Grassot, J.-M.; Linder, D.; Neuville, L.; Zhu, J. Angew. Chem. Int. Ed. 2015, 54, 1929; Z. Xu, Q. Wang, J. Zhu, J. Am. Chem. Soc. 2015, 137, 6712; Z. Xu, X. Bao, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 2015, 54, 14937; D. Dagoneau, Z. Xu, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 2016, 55, 760; W. Ren, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 2016, 55, 3500; Piemontesi, C.; Wang, Q.; Zhu, J. Angew. Chem. Int. Ed. 2016, 55, 6556; Piemontesi, C.; Wang, Q.; Zhu, J. J. Am. Chem. Soc. 2016, 138, 11148; Bao, X.; Wang, Q.; Zhu, J, Angew. Chem. Int. Ed. 2018, 57, 1995.

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