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[{"key": "dc.contributor.advisor", "value": "Pihko, Petri", "language": "", "element": "contributor", "qualifier": "advisor", "schema": "dc"}, {"key": "dc.contributor.advisor", "value": "Leino, Teppo", "language": "", "element": "contributor", "qualifier": "advisor", "schema": "dc"}, {"key": "dc.contributor.author", "value": "Saarim\u00e4ki, Julia", "language": "", "element": "contributor", "qualifier": "author", "schema": "dc"}, {"key": "dc.date.accessioned", "value": "2021-06-04T11:37:29Z", "language": null, "element": "date", "qualifier": "accessioned", "schema": "dc"}, {"key": "dc.date.available", "value": "2021-06-04T11:37:29Z", "language": null, "element": "date", "qualifier": "available", "schema": "dc"}, {"key": "dc.date.issued", "value": "2021", "language": "", "element": "date", "qualifier": "issued", "schema": "dc"}, {"key": "dc.identifier.uri", "value": "https://jyx.jyu.fi/handle/123456789/76249", "language": null, "element": "identifier", "qualifier": "uri", "schema": "dc"}, {"key": "dc.description.abstract", "value": "T\u00e4ss\u00e4 pro gradu -tutkielmassa on tarkasteltu transannulaaristen Mannich-reaktioiden k\u00e4ytt\u00f6\u00e4 osana alkaloidien synteesistrategiaa aiempien tutkimusten pohjalta. Tutkielman kirjallinen osa on rajattu tarkastelemaan polysyklisi\u00e4 alkaloideja kokeellisen ty\u00f6n kohdeyhdisteen perusteella. Alkaloideja ja niiden synteesej\u00e4 k\u00e4sittelev\u00e4t luvut tutkielman alkuosassa on jaettu siten, ett\u00e4 ensin esitell\u00e4\u00e4n alkaloideja, niiden esiintymisi\u00e4 ja ominaisuuksia ja t\u00e4m\u00e4n j\u00e4lkeen on tarkasteltu n\u00e4iden alkaloidien synteesej\u00e4 eri synteesistrategioiden kuten intramolekulaaristen ja erityisesti transannulaaristen Mannich-reaktioiden n\u00e4k\u00f6kulmasta. Transannulaarisuutta ja Mannich-reaktioita on k\u00e4sitelty omissa alaluvuissaan strategian selkeytt\u00e4miseksi. Aiempien sylindrisiinisynteesien tarkastelu liitt\u00e4\u00e4 kirjallisen osan kokeellisen ty\u00f6skentelyn raportointiin.\nTutkielman kokeellinen ty\u00f6skentely on raportoitu tutkielman j\u00e4lkipuolella. Kokeellista ty\u00f6skentely\u00e4 innoitti sylindirisiiniyhdisteiden makrosyklille k\u00e4ytt\u00f6kelpoiseksi ennustettu suoraketjuinen esiaste eli prekursori. Kyseisest\u00e4 makrosyklist\u00e4 voidaan valmistaa transannulaarisella Mannich-reaktiolla sylindrisiinin kolmirenkainen rakenne. Ty\u00f6ss\u00e4 keskityttiin sylindrisiini C:n suoraketjuisen prekursorin valmistamiseen, mutta vaiheet ovat potentiaalisia ja hy\u00f6dynnett\u00e4viss\u00e4 my\u00f6s muiden sylindrisiinien synteeseiss\u00e4. Lineaarisen prekursorin k\u00e4yt\u00f6n potentiaali makrosyklien valmistamisessa n\u00e4kyy siin\u00e4, ett\u00e4 prekursori voidaan syntetisoida valmiiksi kaikkine sivuryhmineen ja stereokeskuksineen ennen renkaan sulkemista, sill\u00e4 makrosyklien funktionaalisuuden muokkaus voi koitua j\u00e4lkeenp\u00e4in haasteeksi. Onnistuneena prosessina t\u00e4llainen strategia voi avata mahdollisuuksia entist\u00e4 vaikeampien polysyklisten yhdisteiden synteeseille.\nPrekursori jaettiin suunnitelmassa oikeaan ja vasempaan puoliskoon, joista t\u00e4ss\u00e4 tutkimuksessa on- nistuttiin valmistamaan oikea puoli enantioselektiivisesti Boc-suojattuna ja diastereomeerien seoksena Ns-suojattuna. Vasemman puolen synteesi\u00e4 kartoitettiin kahdella eri tavalla, mutta se j\u00e4i vallitsevan koronatilanteen ja siit\u00e4 seuranneen aikarajoitteen vuoksi viel\u00e4 kehitysasteelle. Vastaavasti oikean ja vasemman puolen yhdist\u00e4mist\u00e4 valmiiksi prekursoriksi ei onnistuttu tekem\u00e4\u00e4n, mutta suunnitelma t\u00e4h\u00e4n on esitetty tulevaisuuden n\u00e4kymien yhteydess\u00e4 osion lopussa. Kokonaisuutena tutkielman kokeellinen ty\u00f6 loi hyv\u00e4n pohjan jatkoreaktioille ja on potentiaalinen pohja muillekin sylindrisiinien synteeseille.", "language": "fi", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Submitted by Miia Hakanen (mihakane@jyu.fi) on 2021-06-04T11:37:29Z\nNo. of bitstreams: 0", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Made available in DSpace on 2021-06-04T11:37:29Z (GMT). No. of bitstreams: 0\n Previous issue date: 2021", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.format.extent", "value": "108", "language": "", "element": "format", "qualifier": "extent", "schema": "dc"}, {"key": "dc.format.mimetype", "value": "application/pdf", "language": null, "element": "format", "qualifier": "mimetype", "schema": "dc"}, {"key": "dc.language.iso", "value": "fin", "language": null, "element": "language", "qualifier": "iso", "schema": "dc"}, {"key": "dc.rights", "value": "In Copyright", "language": "en", "element": "rights", "qualifier": null, "schema": "dc"}, {"key": "dc.subject.other", "value": "Transannulaarinen Mannich-reaktio", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.subject.other", "value": "Mannich-reaktio", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.title", "value": "Transannulaariset Mannich-reaktiot alkaloidisynteeseiss\u00e4", "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-202106043474", "language": "", "element": "identifier", "qualifier": "urn", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Pro gradu -tutkielma", "language": "fi", "element": "type", "qualifier": "ontasot", "schema": "dc"}, {"key": "dc.type.ontasot", "value": "Master\u2019s thesis", "language": "en", "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.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": "alkaloidit", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "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": "orgaaninen kemia", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.format.content", "value": "fulltext", "language": null, "element": "format", "qualifier": "content", "schema": "dc"}, {"key": "dc.rights.url", "value": "https://rightsstatements.org/page/InC/1.0/", "language": null, "element": "rights", "qualifier": "url", "schema": "dc"}, {"key": "dc.type.okm", "value": "G2", "language": null, "element": "type", "qualifier": "okm", "schema": "dc"}]
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