Synthesis of Manzacidin A

Significance

Manzacidin A is a bromopyrrole alkaloid isolated from the Okinawan sponge Hymeniacidon sp. Maruoka and co-workers report a concise total synthesis of Manzacidin A (5 steps, 17% overall yield) which ultilizes an enantioselective, chiral Lewis acid catalyzed 1,3-dipolar cyclo­addition between ethyl diazoacetate and meth­acrolein as the key step in the synthesis.