1426385-31-0Relevant articles and documents
Modular access to complex prodiginines: Total synthesis of (+)-roseophilin via its 2-azafulvene prototropisomer
Frederich, James H.,Harran, Patrick G.
supporting information, p. 3788 - 3791 (2013/04/10)
Ansa-bridged prodiginines are bioactive pigments produced by bacteria. Certain of these structures are reported to be antagonists of protein-protein interactions involved in apoptosis. We describe a new entry to alkaloids of this type, demonstrated with a concise asymmetric synthesis of (+)-roseophilin (3). Our route constructs the pyrrolophane motif via phosphoryl transfer-terminated macroaldolization and passes through a previously unexplored prototropic form of the natural product.