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

Event

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’s 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. Wagnières, 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.

Contact Information

Contact: 
Bruce Arndtsen
Email: 
Bruce.arndtsen [at] mcgill.ca