Chemoenzymatic Total Synthesis of (+)- & (−)-cis-Osmundalactone

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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
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Date

2016-11-12

Department

Department of Chemistry and Materials Science
Department of Chemistry

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Mcode

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Language

en

Pages

5

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Journal of Molecular Catalysis B: Enzymatic, Volume 134, pp. 280-284

Abstract

Both optical antipodes of the cis-isomers of osmundalactone, a hydroxypyranone natural product and core structure of the angiopterlactones, have been synthesized from acetylfuran in only three steps through a redox cascade utilizing oxidoreductases and transition metal catalysis in a concerted fashion. The key step in this fully catalytic strategy is the enzyme-mediated Achmatowicz reaction via selective furan oxygenation to furnish the pyran core structure.

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Keywords

biocatalysis, natural products, peroxidase, DEHYDROGENASE, oxidative rearrangement, chemoenzymatic

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DOI

10.1016/j.molcatb.2016.11.010

Citation

Blume, F, Liu, Y-C, Thiel, D & Deska, J 2016, 'Chemoenzymatic Total Synthesis of (+)- & (−)-cis-Osmundalactone', Journal of Molecular Catalysis B: Enzymatic, vol. 134, pp. 280-284. https://doi.org/10.1016/j.molcatb.2016.11.010

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https://urn.fi/URN:NBN:fi:aalto-201703233190

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[article-cris] Kemian tekniikan korkeakoulu / CHEM