Mittwoch, 16. November 2016, 16:15 - 16:45 iCal
Prof. Dr. Jieping Zhu /
Ecole polytechnique fédérale de Lausanne,
Institut des sciences et ingénierie chimiques
"Simplifying Complexity: A Bioinspired, non-Biomimetic Synthesis of Indole Alkaloids"
Hörsaal 3 der Fakultät für Chemie
Währinger Straße 38, 1090 Wien
Vortrag
The class of monoterpene indole alkaloids, comprising nowadays over 2000 members with broad skeleton diversity and important bioactivities, has attracted attention of synthetic chemists for over a century. Remarkably, all members of this class of alkaloids are biosynthetically derived from strictosidine, which is in turn obtained by union of two building blocks: tryptamine and secologanin. Inspired by nature’s synthesis of monoterpene indole alkaloids, we initiated a research program aiming at mimicking the nature’s way of synthesis at strategic level, namely couple and diverge to reach a diverse set of natural products from common starting materials. In this presentation, we'll discuss our recent synthesis featuring a key Integrated Oxidation/Reduction/Cyclization (iORC) process that converts simple cycloalkenes into complex polycyclic indole alkaloids.1
(1) Xu, Z.; Wang, Q.; Zhu, J. Angew. Chem. Int. Ed. 2013, 52, 3272-3276. (b) Xu, Z.; Wang, Q.; Zhu, J. J. Am. Chem. Soc. 2013, 135, 19127-19130. (c) Gualtierotti, J.-B.; Pasche, D.; Wang, Q.; Zhu, J. Angew Chem. Int. Ed. 2014, 53, 9926-9930. (d) Wagnières, O., Xu, Z.; Wang, Q.; Zhu, J. J. Am. Chem. Soc. 2014, 136, 15102-15108. (e) Xu, Z.; Wang, Q.; Zhu, J. J. Am. Chem. Soc. 2015, 137, 6712-6724. (f) Xu, Z.; Bao, X.; Wang, Q.; Zhu, J. Angew. Chem. Int. Ed. 2015, 54, 14937-14940. (g) Dagoneau, D.; Xu, Z.; Wang, Q.; Zhu, J. Angew Chem. Int. Ed. 2016, 55, 760-763. (h) Piemontesi, C.; Wang, Q.; Zhu, J. Angew Chem. Int. Ed. 2016, 55, 6556-6560.
Veranstalter
Kontakt
Brigitte Schwarz
Fakultät für Chemie der Universität Wien
Dekanat
01/4277-52006
brigitte_schwarz@univie.ac.at
Erstellt am Donnerstag, 09. Juni 2016, 13:38
Letzte Änderung am Montag, 13. Juni 2016, 09:09