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Complementary Strategy for Regioselective Synthesis of Diverse β-Hydroxysulfones from Thiosulfonates
  • Son, Soobin ;
  • Shyam, Pranab K. ;
  • Park, Hyowon ;
  • Jeong, Ilgyo ;
  • Jang, Hye Young
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dc.contributor.authorSon, Soobin-
dc.contributor.authorShyam, Pranab K.-
dc.contributor.authorPark, Hyowon-
dc.contributor.authorJeong, Ilgyo-
dc.contributor.authorJang, Hye Young-
dc.date.issued2018-07-06-
dc.identifier.issn1099-0690-
dc.identifier.urihttps://aurora.ajou.ac.kr/handle/2018.oak/30281-
dc.identifier.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85049567438&origin=inward-
dc.description.abstractThe regioselective synthesis of variously substituted β-hydroxysulfones from thiosulfonates was developed. The reactions of thiosulfonates and alkenes via a peroxy radical intermediate provided 2° and 3° β-hydroxysulfones in good yields. The presence of epoxides instead of alkenes changed the reaction mechanism to nucleophilic addition involving sulfinate anions to afford 1° and 2° β-hydroxysulfones. By using both protocols, the regiochemical outcome of the β-hydroxysulfones synthesized from thiosulfonates was diversified.-
dc.description.sponsorshipThis study was supported by the C1 refinery program (2015M3D3A1A01065436), the National Research Foundation of Korea (No. 2016R1D1A1A09917100), and the Ministry of Trade, Industry & Energy, Republic of Korea through the Human Resources Program in Energy Technology (No. 20154010200820) of the Korea Institute of Energy Technology Evaluation and Planning (KETEP).-
dc.language.isoeng-
dc.publisherWiley-VCH Verlag-
dc.titleComplementary Strategy for Regioselective Synthesis of Diverse β-Hydroxysulfones from Thiosulfonates-
dc.typeArticle-
dc.citation.endPage3371-
dc.citation.number25-
dc.citation.startPage3365-
dc.citation.titleEuropean Journal of Organic Chemistry-
dc.citation.volume2018-
dc.identifier.bibliographicCitationEuropean Journal of Organic Chemistry, Vol.2018 No.25, pp.3365-3371-
dc.identifier.doi10.1002/ejoc.201800778-
dc.identifier.scopusid2-s2.0-85049567438-
dc.identifier.urlhttp://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1099-0690-
dc.subject.keywordRadical reactions-
dc.subject.keywordReaction mechanisms-
dc.subject.keywordSulfones-
dc.subject.keywordSulfonylation-
dc.subject.keywordSynthesis design-
dc.type.otherArticle-
dc.identifier.pissn1434-193X-
dc.description.isoafalse-
dc.subject.subareaPhysical and Theoretical Chemistry-
dc.subject.subareaOrganic Chemistry-
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