Journal of Undergraduate Research
Keywords
natural product, hasubanonine, acutumine, synthesis
College
Physical and Mathematical Sciences
Department
Chemistry and Biochemistry
Abstract
Hasubanonine is a tetracyclic alkaloid with potential analgesic activity. The total synthesis of this alkaloid has been undertaken in order to demonstrate the applicability of the methodology developed for the synthesis of acutumine and to assay the potential medicinal activity of the compound. The key steps in the synthesis include the ruthenium catalyzed ring closing metathesis, anionic oxy-Cope rearrangement, and intramolecular Michael addition. Future work includes the completion of the racemic synthesis of hasubanonine as well as the investigation into the asymmetric allylation required for the enantioselective synthesis of hasubanonine.
Recommended Citation
Jones, Spencer and Castle, Dr. Steven
(2013)
"Total Synthesis of the Natural Product Hasubanonine,"
Journal of Undergraduate Research: Vol. 2013:
Iss.
1, Article 2535.
Available at:
https://scholarsarchive.byu.edu/jur/vol2013/iss1/2535