Extending Pummerer Reaction Chemistry:(±)-Dibromoagelaspongin Synthesis and Related Studies

摘要

The sponge-derived alkaloid dibromoagelaspongin was prepared from a dihydrooroidin derivative byexploiting the Pummerer reaction twice in succession. Oxidative cyclization of the substrate's pyrrole-2-carboxamide function into the imidazole moiety was achieved in a regiospecific manner to establishboth C—N bonds to C(6) of the target.