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Article: Gold(III) salen complex-catalyzed synthesis of propargylamines via a three-component coupling reaction

TitleGold(III) salen complex-catalyzed synthesis of propargylamines via a three-component coupling reaction
Authors
Issue Date2006
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2006, v. 8 n. 8, p. 1529-1532 How to Cite?
AbstractPropargylamines have been synthesized by a gold(III) salen complex-catalyzed three-component coupling reaction of aldehydes, amines, and alkynes in water in excellent yields at 40 °C. With chiral prolinol derivatives as the amine component, excellent diastereoselectivities (up to 99:1) have been attained. This coupling reaction has been applied to the synthesis of propargylamine-modified artemisinin derivatives with the delicate endoperoxide moieties remaining intact. Cytotoxicities with IC 50 values up to 1.1 μM against a human hepatocellular carcinoma cell line (HepG2) were exhibited by these artemisinin derivatives. © 2006 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/129112
ISSN
2015 Impact Factor: 6.732
2015 SCImago Journal Rankings: 3.187
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorLo, VKYen_HK
dc.contributor.authorLiu, Yen_HK
dc.contributor.authorWong, MKen_HK
dc.contributor.authorChe, CMen_HK
dc.date.accessioned2010-12-23T08:32:42Z-
dc.date.available2010-12-23T08:32:42Z-
dc.date.issued2006en_HK
dc.identifier.citationOrganic Letters, 2006, v. 8 n. 8, p. 1529-1532en_HK
dc.identifier.issn1523-7060en_HK
dc.identifier.urihttp://hdl.handle.net/10722/129112-
dc.description.abstractPropargylamines have been synthesized by a gold(III) salen complex-catalyzed three-component coupling reaction of aldehydes, amines, and alkynes in water in excellent yields at 40 °C. With chiral prolinol derivatives as the amine component, excellent diastereoselectivities (up to 99:1) have been attained. This coupling reaction has been applied to the synthesis of propargylamine-modified artemisinin derivatives with the delicate endoperoxide moieties remaining intact. Cytotoxicities with IC 50 values up to 1.1 μM against a human hepatocellular carcinoma cell line (HepG2) were exhibited by these artemisinin derivatives. © 2006 American Chemical Society.en_HK
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.htmlen_HK
dc.relation.ispartofOrganic Lettersen_HK
dc.subject.meshArtemisinins - chemical synthesis - chemistry - pharmacology-
dc.subject.meshGold - chemistry-
dc.subject.meshLactones - chemical synthesis - chemistry - pharmacology-
dc.subject.meshPargyline - analogs and derivatives - chemical synthesis - chemistry-
dc.subject.meshPropylamines - chemical synthesis - chemistry-
dc.titleGold(III) salen complex-catalyzed synthesis of propargylamines via a three-component coupling reactionen_HK
dc.typeArticleen_HK
dc.identifier.emailLiu, Y:lyg100@hku.hken_HK
dc.identifier.emailChe, CM:cmche@hku.hken_HK
dc.identifier.authorityLiu, Y=rp00749en_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ol0528641en_HK
dc.identifier.pmid16597102-
dc.identifier.scopuseid_2-s2.0-33646439990en_HK
dc.identifier.hkuros177353en_US
dc.identifier.hkuros148217-
dc.identifier.hkuros127531-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-33646439990&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume8en_HK
dc.identifier.issue8en_HK
dc.identifier.spage1529en_HK
dc.identifier.epage1532en_HK
dc.identifier.isiWOS:000236950400005-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridLo, VKY=13406071200en_HK
dc.identifier.scopusauthoridLiu, Y=8225912600en_HK
dc.identifier.scopusauthoridWong, MK=7403908449en_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK

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