Reductive Carbocyclization of Homoallylic Alcohols to syn-Cyclobutanes by a Boron-Catalyzed Dual Ring-Closing Pathway

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dc.contributor.authorHazra, Chinmoy Kumarko
dc.contributor.authorJeong, Jinhoonko
dc.contributor.authorKim, Hyunjoongko
dc.contributor.authorBaik, Mu-Hyunko
dc.contributor.authorPark, Sehoonko
dc.contributor.authorChang, Sukbokko
dc.date.accessioned2018-03-21T02:49:56Z-
dc.date.available2018-03-21T02:49:56Z-
dc.date.created2018-03-12-
dc.date.created2018-03-12-
dc.date.created2018-03-12-
dc.date.issued2018-03-
dc.identifier.citationANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.57, no.10, pp.2692 - 2696-
dc.identifier.issn1433-7851-
dc.identifier.urihttp://hdl.handle.net/10203/240702-
dc.description.abstractThe organoborane-catalyzed reductive carbocyclization of homoallylic alcohols has been developed by using hydrosilanes as reducing reagents to provide a range of 1,2-disubstituted arylcyclobutanes. The reaction proceeds in a cis-selective manner with high efficiency under mild conditions. Mechanistic studies, including deuterium scrambling and Hammett studies, and DFT calculations, suggest a dual ring-closing pathway.-
dc.languageEnglish-
dc.publisherWILEY-V C H VERLAG GMBH-
dc.subjectORGANIC-SYNTHESIS-
dc.subjectCOPPER(I)-CATALYZED REACTION-
dc.subjectSUBSTITUENT CONSTANTS-
dc.subjectMETHANE MONOOXYGENASE-
dc.subjectMEDICINAL CHEMISTRY-
dc.subjectDERIVATIVES-
dc.subjectCATIONS-
dc.subjectPHOTOCYCLOADDITIONS-
dc.subjectREARRANGEMENTS-
dc.subjectHYDROXYLATION-
dc.titleReductive Carbocyclization of Homoallylic Alcohols to syn-Cyclobutanes by a Boron-Catalyzed Dual Ring-Closing Pathway-
dc.typeArticle-
dc.identifier.wosid000426252400030-
dc.identifier.scopusid2-s2.0-85041598605-
dc.type.rimsART-
dc.citation.volume57-
dc.citation.issue10-
dc.citation.beginningpage2692-
dc.citation.endingpage2696-
dc.citation.publicationnameANGEWANDTE CHEMIE-INTERNATIONAL EDITION-
dc.identifier.doi10.1002/anie.201713285-
dc.contributor.localauthorBaik, Mu-Hyun-
dc.contributor.localauthorChang, Sukbok-
dc.contributor.nonIdAuthorHazra, Chinmoy Kumar-
dc.contributor.nonIdAuthorPark, Sehoon-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordAuthorcarbocyclization-
dc.subject.keywordAuthorcyclobutanes-
dc.subject.keywordAuthorhomoallylic alcohols-
dc.subject.keywordAuthorneighboring-group effects-
dc.subject.keywordAuthorring-closing-
dc.subject.keywordPlusORGANIC-SYNTHESIS-
dc.subject.keywordPlusCOPPER(I)-CATALYZED REACTION-
dc.subject.keywordPlusSUBSTITUENT CONSTANTS-
dc.subject.keywordPlusMETHANE MONOOXYGENASE-
dc.subject.keywordPlusMEDICINAL CHEMISTRY-
dc.subject.keywordPlusDERIVATIVES-
dc.subject.keywordPlusCATIONS-
dc.subject.keywordPlusPHOTOCYCLOADDITIONS-
dc.subject.keywordPlusREARRANGEMENTS-
dc.subject.keywordPlusHYDROXYLATION-
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