dc.contributor.author | Kärki, Katja | |
dc.contributor.author | Siitonen, Juha | |
dc.contributor.author | Kortet, Sami | |
dc.contributor.author | Cederström, Mona | |
dc.contributor.author | Pihko, Petri | |
dc.date.accessioned | 2018-12-20T12:32:37Z | |
dc.date.available | 2019-06-23T21:35:21Z | |
dc.date.issued | 2018 | |
dc.identifier.citation | Kärki, K., Siitonen, J., Kortet, S., Cederström, M., & Pihko, P. (2018). Enzymatic Resolution of 3-oxodicyclopentadiene on a Decagram Scale. <i>Synlett</i>, <i>29</i>(13), 1723-1728. <a href="https://doi.org/10.1055/s-0037-1610109" target="_blank">https://doi.org/10.1055/s-0037-1610109</a> | |
dc.identifier.other | CONVID_28132696 | |
dc.identifier.other | TUTKAID_78091 | |
dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/60756 | |
dc.description.abstract | The chiral building block 3-oxodicyclopentadiene (1) can be readily resolved on a decagram scale by a short sequence consisting of (1) reduction to the corresponding endo-alcohol, (2) enzymatic oxidative resolution with a ketoreductase enzyme to give (+)-1 and the (+)-form of the endo-alcohol, and (3) reoxidation of the (+)-endo-alcohol with another ketoreductase to give (–)-1. With a selectivity factor of 310, the enantiomeric ratios of the resolved (+)-endo-alcohol and (+)-ketone are both >99:1. Both enzymatic oxidations could be performed with a at least 300:1 substrate/catalyst ratio (w/w). | fi |
dc.format.mimetype | application/pdf | |
dc.language.iso | eng | |
dc.publisher | Georg Thieme Verlag | |
dc.relation.ispartofseries | Synlett | |
dc.rights | In Copyright | |
dc.subject.other | oxidation | |
dc.subject.other | resolution | |
dc.subject.other | alcohols | |
dc.subject.other | gram-scale synthesis | |
dc.subject.other | tetrahydromethanoindenone | |
dc.title | Enzymatic Resolution of 3-oxodicyclopentadiene on a Decagram Scale | |
dc.type | article | |
dc.identifier.urn | URN:NBN:fi:jyu-201812185195 | |
dc.contributor.laitos | Kemian laitos | fi |
dc.contributor.laitos | Department of Chemistry | en |
dc.contributor.oppiaine | Orgaaninen kemia | fi |
dc.contributor.oppiaine | Organic Chemistry | en |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
dc.date.updated | 2018-12-18T07:15:32Z | |
dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
dc.description.reviewstatus | peerReviewed | |
dc.format.pagerange | 1723-1728 | |
dc.relation.issn | 0936-5214 | |
dc.relation.numberinseries | 13 | |
dc.relation.volume | 29 | |
dc.type.version | acceptedVersion | |
dc.rights.copyright | © Georg Thieme Verlag, 2018. | |
dc.rights.accesslevel | openAccess | fi |
dc.subject.yso | entsyymit | |
dc.subject.yso | hapetus | |
dc.subject.yso | alkoholit (yhdisteet) | |
dc.format.content | fulltext | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p4769 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p9135 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p5845 | |
dc.rights.url | http://rightsstatements.org/page/InC/1.0/?language=en | |
dc.relation.doi | 10.1055/s-0037-1610109 | |
dc.type.okm | A1 | |