Tetracyclic pyrroloindole

Opening of the cyclopropane ring, followed by capture of the resulting iminium moiety by the tosyl-protected amine, completed the reaction sequence to tetracyclic pyrroloindole 117. It is worth noting that the Qin group was able to employ the same chemistry to make the des-methoxy version of 117 and thereby complete a synthesis of ( )-minfiensine (109) in an additional nine steps. ... 

In 2010, the Reisman group reported an enantioselective method to assemble pyrroloindole scaffolds exploiting a reaction between 2-amidoa-crylates and substituted indoles.They found that the synthesis of tetracyclic pyrroloindole 149 could be achieved via treatment of a solution of 2-amidoacrylate 146 and tetrahydrocarbazole 147 with tin chloride and catalytic amounts of (R)-BINOL (Scheme 12). 

---