Stereoselective Synthesis of the Diazonamide A Macrocyclic Core

Mutule, I.; Joo, B.; Medne, Z.; Kalnins, T.; Vedejs, E.; Suna, E. J. Org. Chem. 2015, 80, 3058-3066.

DOI: 10.1021/jo502941


Stereoselective synthesis of the right-hand heteroaromatic macrocycle of diazonamide A features C16–C18 bond formation in the Suzuki–Miyaura cross-coupling and atropodiastereoselective Dieckmann-type macrocyclization as key steps. The Suzuki–Miyaura cross-coupling gave the best yields when it was catalyzed by a palladium–dioxygen complex.

DATE: Feb 23, 2015
AUTHOR: Artis Kinens