The Journal of Organic Chemistry · 2015 · 18 citations · 52 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsMacrocycle SynthesisOrganic SynthesisDieckmann CyclizationMacrocyclic Library SynthesisPalladium CatalystsRegioselective MacrocyclizationRing-forming ReactionsStereoselective MacrocyclizationStereoselective SynthesisSuzuki - Miyaura Coupling
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.
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