Angewandte Chemie International Edition · 2014 · 49 citations · 26 references
PharmacyBiochemistryMicrobiologyBioorganic ChemistryMetabolismNatural Product BiosynthesisMarine Natural Product BiosynthesisMicrobial Natural Product BiosynthesisPolyketide BiosynthesisBiosynthetic Pathways Of Marine Natural ProductsConfigurational AnalysisConfigurational AssignmentDe Novo Structure ElucidationMarine PolyketidesNatural Product SynthesisNatural Product Total SynthesisStructure Elucidation Of Marine Natural Products
Here we describe the synthesis of β-lipomycin, a secondary metabolite isolated from the fermentation broth of Corallococcus coralloides. The synthesis relies on the structural assignment made by a statistical method, the so-called profile hidden Markov model. Using this protocol, not only the configuration of the secondary alcohol, but also of the adjacent methyl branch could be deduced. The synthesis therefore not only provides access to this natural product but also confirms the validity of this approach for configurational assignment at methyl branches of modular polyketides.
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Steven V. Ley, Stephen C. Smith, Peter Woodward · Tetrahedron · 1992 · 128 citations
Total Synthesis of (−)-Bafilomycin A<sub>1</sub>
Karl A. Scheidt, Thomas D. Bannister, Akihiro Tasaka et al. · Journal of the American Chemical Society · 2002 · 123 citations