Date of Award
2014
Document Type
Thesis
Degree Name
Bachelor of Science
Department
Biochemistry & Molecular Biol.
First Advisor
Dr. John Gupton
Abstract
Many biologically interesting compounds have been isolated from marine natural products, many of which contain characteristic pyrroles. Compounds such as polycitones, storniamides, ningalins, and lamellarins have been of particular interest for synthesis due to their vast pharmaceutical potential including the ability to fight tumors as well as induce cytolysis of drug resistant cancer cell lines. Previous studies on the synthesis of Lamellarin G trimethyl ether by the Gupton Group have relied upon vinylogous amide derivatives as building blocks.2 A new pathway utilizing a formylated pyrrole ring provides an interesting method for the synthesis of Lamellarin G trimethyl ether. Regioselective Suzuki cross-coupling of the pyrrole leads to relay synthesis of the marine alkaloid yet the possibilities of generated compounds from the activated pyrrole building block are numerous.
Recommended Citation
Harrison, Andrew, "Formyl group activation of bromopyrrole suzuki cross-coupling: application to a formal synthesis of lamellarin g trimethyl ether" (2014). Honors Theses. 884.
https://scholarship.richmond.edu/honors-theses/884