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dc.contributor.authorNakamura, Hughen
dc.contributor.authorKawakami, Manamien
dc.contributor.authorTsukano, Chihiroen
dc.contributor.authorTakemoto, Yoshijien
dc.contributor.alternative塚野, 千尋ja
dc.contributor.alternative竹本, 佳司ja
dc.date.accessioned2019-07-23T07:47:25Z-
dc.date.available2019-07-23T07:47:25Z-
dc.date.issued2019-07-02-
dc.identifier.issn0947-6539-
dc.identifier.urihttp://hdl.handle.net/2433/243179-
dc.description.abstractA concise route for construction of the ACDE ring skeleton in calyciphylline A type alkaloids was developed using an intramolecular [5+2] cycloaddition reaction of an oxidopyrylium species bearing a tetrasubstituted olefin. Key to the success of this reaction was the combination of acid and base, which accelerated the construction of this skeleton containing a spiro ring and vicinal quaternary carbon centers. The resultant tricyclic ADE ring compound was converted to an ACDE ring model through C−H oxidation and an aza‐Wittig reaction.en
dc.format.mimetypeapplication/pdf-
dc.language.isoeng-
dc.publisherWileyen
dc.rightsThis is the peer reviewed version of the following article: H. Nakamura, M. Kawakami, C. Tsukano, Y. Takemoto, Chem. Eur. J. 2019, 25, 8701., which has been published in final form at https://doi.org/10.1002/chem.201901690. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.en
dc.rightsThe full-text file will be made open to the public on 2 July 2020 in accordance with publisher's 'Terms and Conditions for Self-Archiving'.en
dc.rightsThis is not the published version. Please cite only the published version.en
dc.rightsこの論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。ja
dc.subject[5+2] cycloadditionen
dc.subjectcalyciphylline Aen
dc.subjectdaphniphyllum alkaloidsen
dc.subjectdaphniyunnineen
dc.subjectsynthetic strategyen
dc.titleConcise Construction of the ACDE Ring System of Calyciphylline A Type Alkaloids by a [5+2] Cycloadditionen
dc.typejournal article-
dc.type.niitypeJournal Article-
dc.identifier.ncidAA11076269-
dc.identifier.jtitleChemistry - A European Journalen
dc.identifier.volume25-
dc.identifier.issue37-
dc.identifier.spage8701-
dc.identifier.epage8704-
dc.relation.doi10.1002/chem.201901690-
dc.textversionauthor-
dc.addressGraduate School of Pharmaceutical Sciences, Kyoto Universityen
dc.addressGraduate School of Pharmaceutical Sciences, Kyoto Universityen
dc.addressGraduate School of Pharmaceutical Sciences, Kyoto Universityen
dc.addressGraduate School of Pharmaceutical Sciences, Kyoto Universityen
dc.identifier.pmid31063603-
dcterms.accessRightsopen access-
datacite.date.available2020-07-02-
datacite.awardNumberJP17H05051-
datacite.awardNumberJP18H04407-
datacite.awardNumber16H06384-
dc.identifier.pissn0947-6539-
dc.identifier.eissn1521-3765-
jpcoar.funderName日本学術振興会ja
jpcoar.funderName日本学術振興会ja
jpcoar.funderName日本学術振興会ja
jpcoar.funderName.alternativeJapan Society for the Promotion of Science (JSPS)en
jpcoar.funderName.alternativeJapan Society for the Promotion of Science (JSPS)en
jpcoar.funderName.alternativeJapan Society for the Promotion of Science (JSPS)en
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