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Article: Novel intramolecular cyclopropanation reaction of unsaturated β-keto esters

TitleNovel intramolecular cyclopropanation reaction of unsaturated β-keto esters
Authors
Issue Date2002
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2002, v. 4 n. 19, p. 3271-3274 How to Cite?
Abstractequation presented Fused cyclopropane β-keto esters are versatile intermediates for the synthesis of many biologically active natural products. Here we report a new intramolecular cyclopropanation reaction of unsaturated β-keto esters. In the presence of l 2, Et 3N, and Lewis acids such as Mg(CIO 4) 2 and Yb(OTf) 3, β-keto esters 1 bearing various olefin substituents were transformed to fused cyclopropanes 2 in a highly stereospecific manner with moderate to good yields. The mechanism of the reaction was also investigated.
Persistent Identifierhttp://hdl.handle.net/10722/167818
ISSN
2015 Impact Factor: 6.732
2015 SCImago Journal Rankings: 3.187
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorYang, Den_US
dc.contributor.authorGao, Qen_US
dc.contributor.authorLee, CSen_US
dc.contributor.authorCheung, KKen_US
dc.date.accessioned2012-10-08T03:11:57Z-
dc.date.available2012-10-08T03:11:57Z-
dc.date.issued2002en_US
dc.identifier.citationOrganic Letters, 2002, v. 4 n. 19, p. 3271-3274en_US
dc.identifier.issn1523-7060en_US
dc.identifier.urihttp://hdl.handle.net/10722/167818-
dc.description.abstractequation presented Fused cyclopropane β-keto esters are versatile intermediates for the synthesis of many biologically active natural products. Here we report a new intramolecular cyclopropanation reaction of unsaturated β-keto esters. In the presence of l 2, Et 3N, and Lewis acids such as Mg(CIO 4) 2 and Yb(OTf) 3, β-keto esters 1 bearing various olefin substituents were transformed to fused cyclopropanes 2 in a highly stereospecific manner with moderate to good yields. The mechanism of the reaction was also investigated.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.htmlen_US
dc.relation.ispartofOrganic Lettersen_US
dc.titleNovel intramolecular cyclopropanation reaction of unsaturated β-keto estersen_US
dc.typeArticleen_US
dc.identifier.emailYang, D:yangdan@hku.hken_US
dc.identifier.authorityYang, D=rp00825en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/ol0265158en_US
dc.identifier.pmid12227766-
dc.identifier.scopuseid_2-s2.0-0041758456en_US
dc.identifier.hkuros75917-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0041758456&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume4en_US
dc.identifier.issue19en_US
dc.identifier.spage3271en_US
dc.identifier.epage3274en_US
dc.identifier.isiWOS:000178090700026-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridYang, D=7404800756en_US
dc.identifier.scopusauthoridGao, Q=7202743913en_US
dc.identifier.scopusauthoridLee, CS=35201187300en_US
dc.identifier.scopusauthoridCheung, KK=7402406613en_US

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