Fully Biocatalytic Rearrangement of Furans to Spirolactones
| dc.contributor | Aalto-yliopisto | fi |
| dc.contributor | Aalto University | en |
| dc.contributor.author | Liu, Yu-Chang | en_US |
| dc.contributor.author | Rolfes, J. D. | en_US |
| dc.contributor.author | Björklund, Joel | en_US |
| dc.contributor.author | Deska, Jan | en_US |
| dc.contributor.department | Department of Chemistry and Materials Science | en |
| dc.contributor.groupauthor | Bioorganic chemistry | en |
| dc.contributor.organization | Albert Hofmann Institute for Physiochemical Sustainability | en_US |
| dc.contributor.organization | Department of Chemistry and Materials Science | en_US |
| dc.date.accessioned | 2023-06-30T09:50:58Z | |
| dc.date.available | 2023-06-30T09:50:58Z | |
| dc.date.issued | 2023-06-02 | en_US |
| dc.description | | 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. | |
| dc.description.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. | en |
| dc.description.version | Peer reviewed | en |
| dc.format.extent | 7 | |
| dc.format.mimetype | application/pdf | en_US |
| dc.identifier.citation | 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 | en |
| dc.identifier.doi | 10.1021/acscatal.3c00132 | en_US |
| dc.identifier.issn | 2155-5435 | |
| dc.identifier.other | PURE UUID: 0df0d532-46dd-4cc5-94a7-9d9fb6c14d01 | en_US |
| dc.identifier.other | PURE ITEMURL: https://research.aalto.fi/en/publications/0df0d532-46dd-4cc5-94a7-9d9fb6c14d01 | en_US |
| dc.identifier.other | PURE LINK: http://www.scopus.com/inward/record.url?scp=85160815693&partnerID=8YFLogxK | |
| dc.identifier.other | PURE FILEURL: https://research.aalto.fi/files/114039981/CHEM_Liu_et_al_Fully_Biocatalytic_2023_ACS_Catalysis.pdf | en_US |
| dc.identifier.uri | https://aaltodoc.aalto.fi/handle/123456789/121967 | |
| dc.identifier.urn | URN:NBN:fi:aalto-202306304335 | |
| dc.language.iso | en | en |
| dc.publisher | American Chemical Society | |
| dc.relation | info:eu-repo/grantAgreement/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. | en_US |
| dc.relation.ispartofseries | ACS Catalysis | en |
| dc.relation.ispartofseries | Volume 13, issue 11, pp. 7256-7262 | en |
| dc.rights | openAccess | en |
| dc.subject.keyword | biocatalytic | en_US |
| dc.subject.keyword | cascade catalysis | en_US |
| dc.subject.keyword | cyclization | en_US |
| dc.subject.keyword | furans | en_US |
| dc.subject.keyword | multienzymatic | en_US |
| dc.subject.keyword | rearrangement | en_US |
| dc.subject.keyword | spirolactone | en_US |
| dc.title | Fully Biocatalytic Rearrangement of Furans to Spirolactones | en |
| dc.type | A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä | fi |
| dc.type.version | publishedVersion |