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[{"key": "dc.contributor.advisor", "value": "Pihko, Petri", "language": "", "element": "contributor", "qualifier": "advisor", "schema": "dc"}, {"key": "dc.contributor.advisor", "value": "Verma, Prachi", "language": "", "element": "contributor", "qualifier": "advisor", "schema": "dc"}, {"key": "dc.contributor.author", "value": "Rolig, Aino", "language": "", "element": "contributor", "qualifier": "author", "schema": "dc"}, {"key": "dc.date.accessioned", "value": "2023-06-15T06:53:36Z", "language": null, "element": "date", "qualifier": "accessioned", "schema": "dc"}, {"key": "dc.date.available", "value": "2023-06-15T06:53:36Z", "language": null, "element": "date", "qualifier": "available", "schema": "dc"}, {"key": "dc.date.issued", "value": "2023", "language": "", "element": "date", "qualifier": "issued", "schema": "dc"}, {"key": "dc.identifier.uri", "value": "https://jyx.jyu.fi/handle/123456789/87799", "language": null, "element": "identifier", "qualifier": "uri", "schema": "dc"}, {"key": "dc.description.abstract", "value": "T\u00e4m\u00e4n pro gradu -tutkielman kirjallinen osa k\u00e4sittelee syklononeeneja ja syklononadieenej\u00e4\nsek\u00e4 syklononeeni- tai syklononadieenirengasrakenteen sis\u00e4lt\u00e4vi\u00e4 yhdisteit\u00e4. Siin\u00e4 syvennyt\u00e4\u00e4n\nniiden konformaatioihin sek\u00e4 renkaanlaajennus- ja renkaanpienennysreaktioihin pohjautuviin\nsynteesistrategioihin. Kokeellinen osa puolestaan k\u00e4sittelee syklononeenirengasrakenteen\nsis\u00e4lt\u00e4v\u00e4n humilisiini E:n rungon synteesireitin kehitt\u00e4mist\u00e4 siten, ett\u00e4 toteutettua reitti\u00e4\nvoitaisiin tulevaisuudessa k\u00e4ytt\u00e4\u00e4 osana humilisiini E:n totaalisynteesi\u00e4.\nMonien mielenkiintoisten luonnonaineiden runko sis\u00e4lt\u00e4\u00e4 syklononeeni- tai\nsyklononadieenirengasrakenteen. 9-j\u00e4seniset renkaat ovat kuitenkin tyypillisesti melko\nj\u00e4nnittyneit\u00e4 rakenteita, mik\u00e4 tekee niiden synteesist\u00e4 hankalaa. Kirjallisen osan alkup\u00e4\u00e4\npureutuu syihin, joiden takia t\u00e4llaiset rakenteet ovat j\u00e4nnittyneit\u00e4 ja tutkii syklononeenin cis- ja\ntrans-isomeerien sek\u00e4 1,5-syklononadieenin konformaatioita. Niiden j\u00e4nnittynyt rakenne tekee\nniist\u00e4 erinomaisia l\u00e4ht\u00f6aineita transannulaatioreaktioihin, joita k\u00e4sitell\u00e4\u00e4n my\u00f6s.\nSyklononeeni- ja syklononadieenirengasrakenteiden syntetisointiin liittyviin haasteisiin on\nvuosikymmenten aikana pyritty l\u00f6yt\u00e4m\u00e4\u00e4n vastauksia esimerkiksi renkaanlaajennusreaktioista,\nkuten fragmentaatiosta, sek\u00e4 renkaanpienennysreaktioista, kuten transannulaatiosta. N\u00e4iden\nsynteesistrategioiden vahvuuksia ja heikkouksia pohditaan. Lopuksi k\u00e4sitell\u00e4\u00e4n kolmen\nsyklononeenirakenteen sis\u00e4lt\u00e4v\u00e4n luonnonainemolekyylin totaalisynteesistrategioita.\nKokeellisessa osassa pyrittiin ensin optimoimaan olemassa olevaa synteesireitti\u00e4 humilisiini\nE:n rungon valmistamiseksi. Haluttua v\u00e4livaihemolekyyli\u00e4 onnistuttiin valmistamaan mutta\nvaihtoehtoinen tapa ei osoittautunut tehokkaammaksi, kuin alkuper\u00e4inen. P\u00e4\u00e4osin kokeellinen\nosa koostui kuitenkin vaihtoehtoisen synteesireitin kehitt\u00e4misest\u00e4 humilisiini E:n rungon\nsyntetisoimiseksi. Syntetisoitavaksi kohdemolekyyliksi valikoitui bisyklo[3.3.0]oktaanirungon\nsis\u00e4lt\u00e4v\u00e4 yhdiste, jota voitaisiin k\u00e4ytt\u00e4\u00e4 v\u00e4livaihemolekyylin\u00e4 humilisiini E:n rungon\nsynteesiss\u00e4. L\u00e4ht\u00f6aineena k\u00e4ytettiin yksinkertaista syklopentanonia, joka funktionalisoitiin\nsiten, ett\u00e4 se voitiin syklisoida bisykliseksi rakenteeksi. T\u00e4m\u00e4 molekyyli puolestaan pystyttiin\nfunktionalisoimaan halutuksi kohdemolekyyliksi. Toimiva synteesireitti saavutettiin ja se\nosoittaa potentiaalia k\u00e4ytett\u00e4v\u00e4ksi osana humilisiini E:n totaalisynteesi\u00e4.", "language": "fi", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Submitted by Paivi Vuorio (paelvuor@jyu.fi) on 2023-06-15T06:53:35Z\nNo. of bitstreams: 0", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Made available in DSpace on 2023-06-15T06:53:36Z (GMT). No. of bitstreams: 0\n Previous issue date: 2023", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.format.extent", "value": "137", "language": "", "element": "format", "qualifier": "extent", "schema": "dc"}, {"key": "dc.language.iso", "value": "fin", "language": null, "element": "language", "qualifier": "iso", "schema": "dc"}, {"key": "dc.rights", "value": "In Copyright", "language": null, "element": "rights", "qualifier": null, "schema": "dc"}, {"key": "dc.subject.other", "value": "syklononeenit", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.subject.other", "value": "syklononadieenit", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.subject.other", "value": "konformaatioanalyysi", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.title", "value": "9-renkaiset terpenoidit : humilisiini E:n syklopentaaniytimen synteesi", "language": "", "element": "title", "qualifier": null, "schema": "dc"}, {"key": "dc.type", "value": "master thesis", "language": null, "element": "type", "qualifier": null, "schema": "dc"}, {"key": "dc.identifier.urn", "value": "URN:NBN:fi:jyu-202306153858", "language": "", "element": "identifier", "qualifier": "urn", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Master\u2019s thesis", "language": "en", "element": "type", "qualifier": "ontasot", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Pro gradu -tutkielma", "language": "fi", "element": "type", "qualifier": "ontasot", "schema": "dc"}, {"key": "dc.contributor.faculty", "value": "Matemaattis-luonnontieteellinen tiedekunta", "language": "fi", "element": "contributor", "qualifier": "faculty", "schema": "dc"}, {"key": "dc.contributor.faculty", "value": "Faculty of Sciences", "language": "en", "element": "contributor", "qualifier": "faculty", "schema": "dc"}, {"key": "dc.contributor.department", "value": "Kemian laitos", "language": "fi", "element": "contributor", "qualifier": "department", "schema": "dc"}, {"key": "dc.contributor.department", "value": "Department of Chemistry", "language": "en", "element": "contributor", "qualifier": "department", "schema": "dc"}, {"key": "dc.contributor.organization", "value": "Jyv\u00e4skyl\u00e4n yliopisto", "language": "fi", "element": "contributor", "qualifier": "organization", "schema": "dc"}, {"key": "dc.contributor.organization", "value": "University of Jyv\u00e4skyl\u00e4", "language": "en", "element": "contributor", "qualifier": "organization", "schema": "dc"}, {"key": "dc.subject.discipline", "value": "Orgaaninen kemia", "language": "fi", "element": "subject", "qualifier": "discipline", "schema": "dc"}, {"key": "dc.subject.discipline", "value": "Organic Chemistry", "language": "en", "element": "subject", "qualifier": "discipline", "schema": "dc"}, {"key": "yvv.contractresearch.funding", "value": "0", "language": "", "element": "contractresearch", "qualifier": "funding", "schema": "yvv"}, {"key": "dc.type.coar", "value": "http://purl.org/coar/resource_type/c_bdcc", "language": null, "element": "type", "qualifier": "coar", "schema": "dc"}, {"key": "dc.rights.copyright", "value": "\u00a9 The Author(s)", "language": null, "element": "rights", "qualifier": "copyright", "schema": "dc"}, {"key": "dc.rights.accesslevel", "value": "openAccess", "language": null, "element": "rights", "qualifier": "accesslevel", "schema": "dc"}, {"key": "dc.type.publication", "value": "masterThesis", "language": null, "element": "type", "qualifier": "publication", "schema": "dc"}, {"key": "dc.subject.oppiainekoodi", "value": "4035", "language": "", "element": "subject", "qualifier": "oppiainekoodi", "schema": "dc"}, {"key": "dc.subject.yso", "value": "kemia", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "orgaaninen kemia", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "synteesi", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "molekyylit", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "luonnonaineet", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.rights.url", "value": "https://rightsstatements.org/page/InC/1.0/", "language": null, "element": "rights", "qualifier": "url", "schema": "dc"}]
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