title: Stereoselective synthesis of the diazonamide a macrocyclic core.
abstract: 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.
authors.affiliation: †Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga, Latvia.
authors.forename: Ilga
authors.initials: I
authors.lastname: Mutule
authors.affiliation: ‡Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, United States.
authors.forename: Beomjun
authors.initials: B
authors.lastname: Joo
authors.affiliation: †Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga, Latvia.
authors.forename: Zane
authors.initials: Z
authors.lastname: Medne
authors.affiliation: †Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga, Latvia.
authors.forename: Toms
authors.initials: T
authors.lastname: Kalnins
authors.affiliation: ‡Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, United States.
authors.forename: Edwin
authors.initials: E
authors.lastname: Vedejs
authors.affiliation: †Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga, Latvia.
authors.forename: Edgars
authors.initials: E
authors.lastname: Suna
mesh_terms: D018360:Crystallography, X-Ray; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; D047028:Macrocyclic Compounds; D010080:Oxazoles; C408862:diazonamide A