Browsing M.Sc. Chemistry by Author "W'Giorgis, Zemane"
Approach to the Synthesis of Aza-Analogues of Narciclasine through an Intramolecular Heck ReactionW'Giorgis, Zemane; Department of ChemistryThis thesis describes work towards the total synthesis of a 7-aza analogue of the Amaryllidaceae alkaloid narciclasine, a potent anticancer compound which suffers from a poor solubility profile. A key strategy in the formation of the C-ring is the biotransformation of bromobenzene by E.coli JM109. The densely substituted heterocyclic A-ring is obtained by sequential directed ortho-metalation and the fragment union accomplished with an amide coupling and subsequent intramolecular Heck reaction.