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College of Natural Sciences(자연과학대학)Dept. of Chemistry(화학과)CH-Journal Papers(저널논문)

Diastereoselective Construction of alpha-Silyltetrahydropyranols through Silyl-Oxa-Prins Cyclization

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dc.contributor.authorGandhamsetty, Narasimhuluko
dc.contributor.authorJee, Soyeonko
dc.contributor.authorChang, Sukbokko
dc.date.accessioned2017-03-28T06:51:38Z-
dc.date.available2017-03-28T06:51:38Z-
dc.date.created2017-03-13-
dc.date.created2017-03-13-
dc.date.issued2017-01-
dc.identifier.citationEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2017, no.4, pp.933 - 938-
dc.identifier.issn1434-193X-
dc.identifier.urihttp://hdl.handle.net/10203/220884-
dc.description.abstractThe Bronsted acid mediated selective silyl-oxa-Prins cyclization of alpha-silyloxy homoallylsilanes with various aldehydes was achieved. Synthetically valuable alpha-silyltetrahydropyranol products were obtained in high yields with excellent diastereo-selectivities. Both syn- and anti-isomeric tetrahydropyranols were selectively obtained by tuning the olefinic geometry of the substrates. The procedure is operationally simple and convenient to perform even on a large scale under mild conditions.-
dc.languageEnglish-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.subjectLADDER POLYETHER SYNTHESIS-
dc.subjectNATURAL-PRODUCT SYNTHESIS-
dc.subjectSTEREOSELECTIVE-SYNTHESIS-
dc.subjectBRONSTED ACIDS-
dc.subject2,3,4,6-TETRASUBSTITUTED TETRAHYDROPYRANS-
dc.subjectHOMOALLYLIC ALCOHOLS-
dc.subjectORGANIC-SYNTHESIS-
dc.subjectALKYL TOSYLATES-
dc.subjectDELTA-LACTONES-
dc.subjectALDEHYDES-
dc.titleDiastereoselective Construction of alpha-Silyltetrahydropyranols through Silyl-Oxa-Prins Cyclization-
dc.typeArticle-
dc.identifier.wosid000393332900023-
dc.identifier.scopusid2-s2.0-85011632707-
dc.type.rimsART-
dc.citation.volume2017-
dc.citation.issue4-
dc.citation.beginningpage933-
dc.citation.endingpage938-
dc.citation.publicationnameEUROPEAN JOURNAL OF ORGANIC CHEMISTRY-
dc.identifier.doi10.1002/ejoc.201601631-
dc.contributor.localauthorChang, Sukbok-
dc.contributor.nonIdAuthorGandhamsetty, Narasimhulu-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorAldehydes-
dc.subject.keywordAuthorCyclization-
dc.subject.keywordAuthorDiastereoselectivity-
dc.subject.keywordAuthorOxygen heterocycles-
dc.subject.keywordAuthorSilicon-
dc.subject.keywordPlusLADDER POLYETHER SYNTHESIS-
dc.subject.keywordPlusNATURAL-PRODUCT SYNTHESIS-
dc.subject.keywordPlusSTEREOSELECTIVE-SYNTHESIS-
dc.subject.keywordPlusBRONSTED ACIDS-
dc.subject.keywordPlus2,3,4,6-TETRASUBSTITUTED TETRAHYDROPYRANS-
dc.subject.keywordPlusHOMOALLYLIC ALCOHOLS-
dc.subject.keywordPlusORGANIC-SYNTHESIS-
dc.subject.keywordPlusALKYL TOSYLATES-
dc.subject.keywordPlusDELTA-LACTONES-
dc.subject.keywordPlusALDEHYDES-
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CH-Journal Papers(저널논문)
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