Abstract
In this thesis, the formal synthesis of the nature product fawcettimine (1) is described. α-iodo ketone ring 72 was obtained from the 1,4- addition of enone 73 and followed by iodination. A radical cyclization was employed to construct the [6,5]- bicycle skeleton 81. Conversion of 81 into the compound 92 by modifying functional group and inducing the side-chain via 1,2- addition gave the compound 92. Finally, construction of the aza nine- membered ring employing double N-alkylation gave the known intermediate 62, which is an intermediate in Yang’s total synthesis of fawcettimine (1) and therefore a formal synthesis was achieved