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Article: Conjugate reduction and reductive aldol cyclization of α,β- unsaturated thioesters catalyzed by (BDP)CuH

TitleConjugate reduction and reductive aldol cyclization of α,β- unsaturated thioesters catalyzed by (BDP)CuH
Authors
Issue Date2011
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/obc
Citation
Organic And Biomolecular Chemistry, 2011, v. 9 n. 17, p. 6143-6147 How to Cite?
AbstractA conjugate reduction of α,β-unsaturated thioesters catalyzed by copper hydride using PMHS as stoichiometric reductant has been developed. 1,2-Bis(diphenylphosphino)benzene (BDP) was the most effective ligand for this reduction. Saturated thioesters could be produced in excellent yields when the substituent on the thiol is not sterically-demanding. This protocol was applied to induce the reductive aldol cyclization of keto-enethioates, which could offer β-hydroxythioesters in moderate to good yields. © 2011 The Royal Society of Chemistry.
Persistent Identifierhttp://hdl.handle.net/10722/135349
ISSN
2015 Impact Factor: 3.559
2015 SCImago Journal Rankings: 1.464
ISI Accession Number ID
Funding AgencyGrant Number
University of Hong Kong
Research Grant Council of Hong Kong SAR, P. R. ChinaGRF HKU 7017/09P
HKU1/CRF/08
France/Hong Kong PROCORE-RGCF-HK30/07T
Funding Information:

This work was supported by the University of Hong Kong URC Seed Funding 2007, the Research Grant Council of Hong Kong SAR, P. R. China (GRF HKU 7017/09P, HKU1/CRF/08), and the France/Hong Kong PROCORE-RGC Joint Research Scheme 2008-2009 (F-HK30/07T).

References
Grants

 

DC FieldValueLanguage
dc.contributor.authorLi, Nen_HK
dc.contributor.authorOu, Jen_HK
dc.contributor.authorMiesch, Men_HK
dc.contributor.authorChiu, Pen_HK
dc.date.accessioned2011-07-27T01:33:57Z-
dc.date.available2011-07-27T01:33:57Z-
dc.date.issued2011en_HK
dc.identifier.citationOrganic And Biomolecular Chemistry, 2011, v. 9 n. 17, p. 6143-6147en_HK
dc.identifier.issn1477-0520en_HK
dc.identifier.urihttp://hdl.handle.net/10722/135349-
dc.description.abstractA conjugate reduction of α,β-unsaturated thioesters catalyzed by copper hydride using PMHS as stoichiometric reductant has been developed. 1,2-Bis(diphenylphosphino)benzene (BDP) was the most effective ligand for this reduction. Saturated thioesters could be produced in excellent yields when the substituent on the thiol is not sterically-demanding. This protocol was applied to induce the reductive aldol cyclization of keto-enethioates, which could offer β-hydroxythioesters in moderate to good yields. © 2011 The Royal Society of Chemistry.en_HK
dc.languageengen_US
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/obcen_HK
dc.relation.ispartofOrganic and Biomolecular Chemistryen_HK
dc.titleConjugate reduction and reductive aldol cyclization of α,β- unsaturated thioesters catalyzed by (BDP)CuHen_HK
dc.typeArticleen_HK
dc.identifier.emailChiu, P:pchiu@hku.hken_HK
dc.identifier.authorityChiu, P=rp00680en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1039/c1ob05352cen_HK
dc.identifier.pmid21773644-
dc.identifier.scopuseid_2-s2.0-80052041200en_HK
dc.identifier.hkuros186267en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-80052041200&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume9en_HK
dc.identifier.issue17en_HK
dc.identifier.spage6143en_HK
dc.identifier.epage6147en_HK
dc.identifier.isiWOS:000293756800032-
dc.publisher.placeUnited Kingdomen_HK
dc.relation.projectReactive Metal-Ligand Multiple Bonded Complexes. From Biomimetic Reactions to Highly Efficient Chemical Synthesis-
dc.relation.projectDevelopment of anionic cascade reactions and other novel reactions of conjugated, accetylenic and allenic esters and thioesters. Toward the synthesis of biologically active compounds-
dc.identifier.scopusauthoridLi, N=49963785700en_HK
dc.identifier.scopusauthoridOu, J=35234687200en_HK
dc.identifier.scopusauthoridMiesch, M=7004636759en_HK
dc.identifier.scopusauthoridChiu, P=11140148700en_HK

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