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The Structure Elucidation and Total Synthesis of β‐Lipomycin
Authors:Dr. Olaf Hartmann  Prof. Dr. Markus Kalesse
Affiliation:1. Institute for Organic Chemistry and Centre of Biomolecular Drug Research (BMWZ), Leibniz Universit?t Hannover, Schneiderberg 1B, 30167 Hannover (Germany);2. Helmholtz Centre for Infection Research (HZI), Inhoffenstrasse 7, 38124 Braunschweig (Germany)
Abstract: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.
Keywords:lipomycins  profile hidden Markov model  pentaenes  structure elucidation  vinylogous Mukaiyama aldol reaction
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