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Article: Diastereoselective epoxidation of cyclohexene derivatives by dioxiranes generated in situ. Importance of steric and field effects

TitleDiastereoselective epoxidation of cyclohexene derivatives by dioxiranes generated in situ. Importance of steric and field effects
Authors
Yang, DJiao, GSYip, YCWong, MK
Issue Date1999
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/joc
Citation
Journal Of Organic Chemistry, 1999, v. 64 n. 5, p. 1635-1639 How to Cite?
DOI: http://dx.doi.org/10.1021/jo9821978
AbstractIn this paper, diastereoselective epoxidation of substituted cyclohexenes (substrates 1-7) by dioxiranes generated in situ from ketones and Oxone was systematically investigated. The results revealed that the diastereoselectivity was determined by the steric and field effects of both dioxiranes and substrates, and high diastereoselectivity can be achieved by tuning the ketone structure. Among the ketones tested, 12 and 19 gave the best diastereoselectivities.
Persistent Identifierhttp://hdl.handle.net/10722/69627
ISSN
0022-3263
2023 Impact Factor: 3.3
2023 SCImago Journal Rankings: 0.724
ISI Accession Number ID
WOS:000079022600034
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorYang, Den_HK
dc.contributor.authorJiao, GSen_HK
dc.contributor.authorYip, YCen_HK
dc.contributor.authorWong, MKen_HK
dc.date.accessioned2010-09-06T06:15:23Z-
dc.date.available2010-09-06T06:15:23Z-
dc.date.issued1999en_HK
dc.identifier.citationJournal Of Organic Chemistry, 1999, v. 64 n. 5, p. 1635-1639en_HK
dc.identifier.issn0022-3263en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69627-
dc.description.abstractIn this paper, diastereoselective epoxidation of substituted cyclohexenes (substrates 1-7) by dioxiranes generated in situ from ketones and Oxone was systematically investigated. The results revealed that the diastereoselectivity was determined by the steric and field effects of both dioxiranes and substrates, and high diastereoselectivity can be achieved by tuning the ketone structure. Among the ketones tested, 12 and 19 gave the best diastereoselectivities.en_HK
dc.languageengen_HK
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jocen_HK
dc.relation.ispartofJournal of Organic Chemistryen_HK
dc.titleDiastereoselective epoxidation of cyclohexene derivatives by dioxiranes generated in situ. Importance of steric and field effectsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0022-3263&volume=64&issue=5&spage=1635&epage=1639&date=1999&atitle=Diastereoselective+epoxidation+of+cyclohexene+derivatives+by+dioxiranes+generated+in+situ.++Importance+of+steric+and+field+effectsen_HK
dc.identifier.emailYang, D:yangdan@hku.hken_HK
dc.identifier.authorityYang, D=rp00825en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jo9821978en_HK
dc.identifier.scopuseid_2-s2.0-0033525675en_HK
dc.identifier.hkuros42937en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0033525675&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume64en_HK
dc.identifier.issue5en_HK
dc.identifier.spage1635en_HK
dc.identifier.epage1639en_HK
dc.identifier.isiWOS:000079022600034-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridYang, D=7404800756en_HK
dc.identifier.scopusauthoridJiao, GS=36777307800en_HK
dc.identifier.scopusauthoridYip, YC=7005596386en_HK
dc.identifier.scopusauthoridWong, MK=7403908449en_HK
dc.identifier.issnl0022-3263-

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