Näytä suppeat kuvailutiedot

dc.contributor.authorKärki, Katja
dc.contributor.authorSiitonen, Juha
dc.contributor.authorKortet, Sami
dc.contributor.authorCederström, Mona
dc.contributor.authorPihko, Petri
dc.date.accessioned2018-12-20T12:32:37Z
dc.date.available2019-06-23T21:35:21Z
dc.date.issued2018
dc.identifier.citationKärki, 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.otherCONVID_28132696
dc.identifier.otherTUTKAID_78091
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/60756
dc.description.abstractThe 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.mimetypeapplication/pdf
dc.language.isoeng
dc.publisherGeorg Thieme Verlag
dc.relation.ispartofseriesSynlett
dc.rightsIn Copyright
dc.subject.otheroxidation
dc.subject.otherresolution
dc.subject.otheralcohols
dc.subject.othergram-scale synthesis
dc.subject.othertetrahydromethanoindenone
dc.titleEnzymatic Resolution of 3-oxodicyclopentadiene on a Decagram Scale
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-201812185195
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineOrgaaninen kemiafi
dc.contributor.oppiaineOrganic Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.date.updated2018-12-18T07:15:32Z
dc.type.coarhttp://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatuspeerReviewed
dc.format.pagerange1723-1728
dc.relation.issn0936-5214
dc.relation.numberinseries13
dc.relation.volume29
dc.type.versionacceptedVersion
dc.rights.copyright© Georg Thieme Verlag, 2018.
dc.rights.accesslevelopenAccessfi
dc.subject.ysoentsyymit
dc.subject.ysohapetus
dc.subject.ysoalkoholit (yhdisteet)
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p4769
jyx.subject.urihttp://www.yso.fi/onto/yso/p9135
jyx.subject.urihttp://www.yso.fi/onto/yso/p5845
dc.rights.urlhttp://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi10.1055/s-0037-1610109
dc.type.okmA1


Aineistoon kuuluvat tiedostot

Thumbnail

Aineisto kuuluu seuraaviin kokoelmiin

Näytä suppeat kuvailutiedot

In Copyright
Ellei muuten mainita, aineiston lisenssi on In Copyright