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[{"key": "dc.contributor.advisor", "value": "Pihko, Petri", "language": "", "element": "contributor", "qualifier": "advisor", "schema": "dc"}, {"key": "dc.contributor.author", "value": "Irvankoski, Sini", "language": "", "element": "contributor", "qualifier": "author", "schema": "dc"}, {"key": "dc.date.accessioned", "value": "2021-08-06T05:57:12Z", "language": null, "element": "date", "qualifier": "accessioned", "schema": "dc"}, {"key": "dc.date.available", "value": "2021-08-06T05:57:12Z", "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/123456789/77290", "language": null, "element": "identifier", "qualifier": "uri", "schema": "dc"}, {"key": "dc.description.abstract", "value": "T\u00e4m\u00e4n pro gradu -tutkielman kirjallisessa osassa tutustutaan makrosykleihin ja niiden avaruudellisen rakenteen hy\u00f6dynt\u00e4miseen orgaanisessa synteesikemiassa. Aihe on rajattu laajuutensa takia koskemaan makrosyklien stereokontrollia pelkistys-, alkylointi-, ja konjugaattiadditioreaktioissa. Tehtyjen rajausten pohjana toimii ty\u00f6n aikana laskennallisesti mallinnettu makrosyklin pelkistysreaktio sek\u00e4 kokeellisessa osassa tehty tutkimus, joita kirjallisen osan haluttiin tukevan parhaalla mahdollisessa tavalla. Tutkielman tiedonhakuun k\u00e4ytettiin p\u00e4\u00e4osin Reaxysi\u00e4 sek\u00e4 Google Scholaria.\nMakrosyklien stereokontrollia on tutkittu jo yli nelj\u00e4 vuosikymment\u00e4 ja sen strateginen k\u00e4ytt\u00f6 diastereoselektiivisen synteesin pohjana on edelleen hyvin houkuttelevaa. Kirjallisessa osassa k\u00e4sitell\u00e4\u00e4n perusteellisesti makrosyklisten rakenteiden kokonaisenergiaan vaikuttavia tekij\u00f6it\u00e4 molekyylimekaniikan n\u00e4k\u00f6kulmasta, makrosyklien yleisimpi\u00e4 p\u00e4\u00e4konformeereja ja miten molekyylin funktionaalisuus vaikuttaa konformeerien populoitumiseen. Kirjallisen osan lopussa on esimerkkej\u00e4 luonnonainesynteeseist\u00e4, joissa makrosyklist\u00e4 stereokontrollia on hy\u00f6dynnetty. Monimutkaisten molekyylien synteesi voi hy\u00f6ty\u00e4 huomattavasti makrosyklin stereokontrollin \u00e4lykk\u00e4\u00e4st\u00e4 oikea-aikaisesta k\u00e4yt\u00f6st\u00e4.\nTy\u00f6n kokeellisessa osassa pyrittiin saattamaan p\u00e4\u00e4t\u00f6kseen luonnonaineen, Palmyrolidi A:n, diastereoselektiivinen kokonaissynteesi k\u00e4ytt\u00e4m\u00e4ll\u00e4 hy\u00f6dyksi makrosyklin stereoselektiivist\u00e4 hydrausta. Kohdemolekyyli jaettiin pohjois- ja etel\u00e4osaan laktoni- ja amidisidosten kohdalta. Ty\u00f6ss\u00e4 pyrittiin toteuttamaan uusi stereoselektiivinen synteesireitti molekyylin etel\u00e4osalle. Molekyylin pohjoisosa on jo syntetisoitu onnistuneesti ja stereoselektiivisesti aiemmissa Suvi Holmstedin ja Alisa Taskisen pro gradu -tutkimuksissa. Molekyylin etel\u00e4osan synteesireitti esitell\u00e4\u00e4n ty\u00f6ss\u00e4 reaktio kerrallaan. Useista yrityksist\u00e4 huolimatta halutun makrosyklin syklisaatiovaihe ei onnistunut eik\u00e4 synteesireitti\u00e4 pystytty optimoimaan loppuun saakka aikataulullisista sek\u00e4 vallitsevasta tautitilanteesta johtuvista syist\u00e4. Kokeellisen ty\u00f6n tavoitteena olleita stereoselektiivisi\u00e4 hydrausreaktioita ei n\u00e4in ollen pystytty kokeellisessa osassa suorittamaan. T\u00e4st\u00e4 johtuen hydrausreaktioita mallinnettiin laskennallisesti. Laskennallisten tulosten pohjalta kokeellisen ty\u00f6n loppuosassa on esitetty uusi mahdollinen makrosykli, jonka stereoselektiivinen hydraus voisi tuottaa halutun stereokemian molekyylin etel\u00e4osaan.", "language": "fi", "element": "description", "qualifier": "abstract", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Submitted by Paivi Vuorio (paelvuor@jyu.fi) on 2021-08-06T05:57:12Z\nNo. of bitstreams: 0", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.description.provenance", "value": "Made available in DSpace on 2021-08-06T05:57:12Z (GMT). No. of bitstreams: 0\n Previous issue date: 2021", "language": "en", "element": "description", "qualifier": "provenance", "schema": "dc"}, {"key": "dc.format.extent", "value": "118", "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": "makrosyklit", "language": "", "element": "subject", "qualifier": "other", "schema": "dc"}, {"key": "dc.title", "value": "Makrosyklien stereokontrolli luonnonainesynteesiss\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-202108064457", "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": "orgaaninen kemia", "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": "hydraus", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "reaktiot", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "orgaaniset yhdisteet", "language": null, "element": "subject", "qualifier": "yso", "schema": "dc"}, {"key": "dc.subject.yso", "value": "luonnonaineet", "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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