Montag, 17. November 2014, 16:30 - 17:30 iCal
"Assembly line Synthesis"
Prof. Dr. Varinder Aggarwal
Hörsaal 3 der Fakultät für Chemie
Währinger Straße 38, 1090 Wien
Vortrag
ASSEMBLY LINE SYNTHESIS
Varinder Aggarwal
In the biosynthesis of polyketides, Nature takes a simple building block and through a series of iterative enzymatic reactions [polyketide synthases (PKS)] manufactures a vast array of secondary metabolites, many of which display high chemical complexity and biological activity. We propose to try to emulate Nature’s remarkable structural and functional diversity in assembly of polyketides through a related strategy. In particular we have taken simple boronic esters and carried out iterative homologations using primary1 and secondary2 lithiated carbamates, enabling us to grow carbon chains with control over both relative and absolute stereochemistry. Applications of this strategy to natural and non-natural products will be demonstrated.
The secondary and tertiary boronic esters formed at the end of the homologation sequence can be converted into a range of functional groups.3 I will show a new method for the stereospecific coupling of these hindered chiral boronic esters with aryl halides.4
References:
1- J. L. Stymiest, G. Dutheuil, A. Mahmood, V. K. Aggarwal, Angew. Chem. Int. Ed., 2007, 46, 7491-7494.
2- J. L. Stymiest, V. Bagutski, R. M. French, V. K. Aggarwal, Nature, 2008, 456, 778-782.
3- R. Larouche-Gauthier, T G. Elford, V. K. Aggarwal, J. Am. Chem. Soc., 2011, 133, 16794-16797.
4- A. Bonet, M. Odachowski, D. Leonori, S. Essafi, V. K. Aggarwal, Nature Chem., 2014, in press.
Veranstalter
Kontakt
Brigitte Schwarz
Fakultät für Chemie der Universität Wien
Dekanat
01/4277-52006
brigitte_schwarz@univie.ac.at
Erstellt am Donnerstag, 06. November 2014, 10:15
Letzte Änderung am Donnerstag, 27. November 2014, 12:40