Revised structure for fumarofine,an indenobenzazepine type alkaloid

Fumarofine is not a spirobenzylisoquinoline. Rather, it is the first know reduced indenobensazepine alkaloid, and possesses the cis B/C fused structure $\text{7}$. Rearrangement of synthetic spirobensylisoquinoline $\text{12}$ using methanesulfonyl chloride furnished indenobensazepine $\text{14}$. Osmium tetroxide oxidation of $\text{14}$ gave cis-glysol $\text{15}$. O-Methylfumarofine ($\text{8}$) was then obtained through pyridinium chlorochromate oxidation of $\text{15}$.