File Download

There are no files associated with this item.

  Links for fulltext
     (May Require Subscription)
Supplementary

Article: Design and synthesis of chiral ketones for catalytic asymmetric epoxidation of unfunctionalized olefins

TitleDesign and synthesis of chiral ketones for catalytic asymmetric epoxidation of unfunctionalized olefins
Authors
Yang, D
Issue Date1998
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html
Citation
Journal Of The American Chemical Society, 1998, v. 120 n. 24, p. 5943-5952 How to Cite?
DOI: http://dx.doi.org/10.1021/ja980428m
AbstractA series of C2 symmetric chiral ketones were designed and synthesized for catalytic asymmetric epoxidation of unfunctionalized olefins. Among those ketones screened, (R)-7, (R)-9, and (R)-10 were found to be highly efficient catalysts for epoxidation of trans-stilbenes with enantioselectivities in the range of 84-95%. Convincing evidence was provided for a spiro transition state of dioxirane epoxidation. Through the 18O-labeling experiment, chiral dioxiranes were found to be the intermediates in chiral ketone catalyzed epoxidation reactions.
Persistent Identifierhttp://hdl.handle.net/10722/69661
ISSN
0002-7863
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID
WOS:000074419100010
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorYang, Den_HK
dc.date.accessioned2010-09-06T06:15:42Z-
dc.date.available2010-09-06T06:15:42Z-
dc.date.issued1998en_HK
dc.identifier.citationJournal Of The American Chemical Society, 1998, v. 120 n. 24, p. 5943-5952en_HK
dc.identifier.issn0002-7863en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69661-
dc.description.abstractA series of C2 symmetric chiral ketones were designed and synthesized for catalytic asymmetric epoxidation of unfunctionalized olefins. Among those ketones screened, (R)-7, (R)-9, and (R)-10 were found to be highly efficient catalysts for epoxidation of trans-stilbenes with enantioselectivities in the range of 84-95%. Convincing evidence was provided for a spiro transition state of dioxirane epoxidation. Through the 18O-labeling experiment, chiral dioxiranes were found to be the intermediates in chiral ketone catalyzed epoxidation reactions.en_HK
dc.languageengen_HK
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.htmlen_HK
dc.relation.ispartofJournal of the American Chemical Societyen_HK
dc.titleDesign and synthesis of chiral ketones for catalytic asymmetric epoxidation of unfunctionalized olefinsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0002-7863&volume=120&issue=24&spage=5943&epage=5952&date=1998&atitle=Design+and+synthesis+of+chiral+ketones+for+catalytic+asymmetric+epoxidation+of+unfunctionalized+olefinsen_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/ja980428men_HK
dc.identifier.scopuseid_2-s2.0-0031749334en_HK
dc.identifier.hkuros32404en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0031749334&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume120en_HK
dc.identifier.issue24en_HK
dc.identifier.spage5943en_HK
dc.identifier.epage5952en_HK
dc.identifier.isiWOS:000074419100010-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridYang, D=7404800756en_HK
dc.identifier.issnl0002-7863-

Export via OAI-PMH Interface in XML Formats

OR

Export to Other Non-XML Formats