Total Synthesis of the Reported Structure of Neaumycin B
Jiaming Ding, Amos B. Smith
Abstract
assigned to the macrolide natural product neaumycin B is reported in a 2.3% overall yield on 90 mg scale. The synthesis features a gram-scale nickel-catalyzed reductive cross-coupling/spiroketalization tactic to construct the spiroketal core of neaumycin B. The stereostructures of the C3-C6, C8-C14, and C20-C41 segments of synthetic neaumycin B were unambiguously verified by X-ray crystallography.
Topics & Concepts
ChemistryTotal synthesisStereochemistrySynthetic Organic Chemistry MethodsMicrobial Natural Products and BiosynthesisChemical Synthesis and Analysis