The structure elucidation and total synthesis of β-lipomycin

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Original languageEnglish
Pages (from-to)7335-7338
Number of pages4
JournalAngewandte Chemie - International Edition
Volume53
Issue number28
Publication statusPublished - 7 Jul 2014

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, pentaenes, profile hidden Markov model, structure elucidation, vinylogous Mukaiyama aldol reaction

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The structure elucidation and total synthesis of β-lipomycin. / Hartmann, Olaf; Kalesse, Markus.
In: Angewandte Chemie - International Edition, Vol. 53, No. 28, 07.07.2014, p. 7335-7338.

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