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Fully Biocatalytic Rearrangement of Furans to Spirolactones

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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

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en

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7

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ACS Catalysis, Volume 13, issue 11, pp. 7256-7262

Abstract

A multienzymatic pathway enables the preparation of optically pure spirolactone building blocks. In a streamlined one-pot reaction cascade, the combination of chloroperoxidase, an oxidase, and an alcohol dehydrogenase renders an efficient reaction cascade for the conversion of hydroxy-functionalized furans to the spirocyclic products. The fully biocatalytic method is successfully employed in the total synthesis of the bioactive natural product (+)-crassalactone D, and as the key module in a chemoenzymatic route yielding lanceolactone A.

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| openaire: EC/H2020/865885/EU//ABIONYS Funding Information: We gratefully acknowledge financial support of this study by the European Research Council (865885 (J.D.)), the Academy of Finland (298250 (J.D.) & 324854 (Y.C.L.)), the Ruth & Nils-Erik Stenbäcks Stiftelse (J.D.), and the Novo Nordisk Fonden (NNF17OC0025092 (Y.C.L.)). We also thank the Max-Planck-Institut für Kohlenforschung for the generous supply of computational resources and Sami Heikkinen for the assistance with the NMR spectroscopy. Publisher Copyright: © 2023 The Authors. Published by American Chemical Society.

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Liu, Y-C, Rolfes, J D, Björklund, J & Deska, J 2023, 'Fully Biocatalytic Rearrangement of Furans to Spirolactones', ACS Catalysis, vol. 13, no. 11, pp. 7256-7262. https://doi.org/10.1021/acscatal.3c00132

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