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Article: Organocatalytic Mitsunobu reactions

TitleOrganocatalytic Mitsunobu reactions
Authors
But, TYSToy, PH
Issue Date2006
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, 2006, v. 128 n. 30, p. 9636-9637 How to Cite?
DOI: http://dx.doi.org/10.1021/ja063141v
AbstractA catalytic Mitsunobu reaction system is described in which the azo reagent is used as an organocatalyst and iodosobenzene diacetate is used as the stoichiometric oxidant. In this system, iodosobenzene diacetate oxidizes the formed hydrazine byproduct to regenerate the azo reagent. Yields obtained in the catalytic reactions using a variety of carboxylic acids and alcohols were slightly lower than those obtained from corresponding stoichiometric reactions. Both primary and secondary alcohols can be used as substrates in this reaction system, with the secondary alcohols affording products with inverted stereochemistry at the carbinol center. Copyright © 2006 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/70147
ISSN
0002-7863
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID
WOS:000239278600031
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorBut, TYSen_HK
dc.contributor.authorToy, PHen_HK
dc.date.accessioned2010-09-06T06:20:09Z-
dc.date.available2010-09-06T06:20:09Z-
dc.date.issued2006en_HK
dc.identifier.citationJournal Of The American Chemical Society, 2006, v. 128 n. 30, p. 9636-9637en_HK
dc.identifier.issn0002-7863en_HK
dc.identifier.urihttp://hdl.handle.net/10722/70147-
dc.description.abstractA catalytic Mitsunobu reaction system is described in which the azo reagent is used as an organocatalyst and iodosobenzene diacetate is used as the stoichiometric oxidant. In this system, iodosobenzene diacetate oxidizes the formed hydrazine byproduct to regenerate the azo reagent. Yields obtained in the catalytic reactions using a variety of carboxylic acids and alcohols were slightly lower than those obtained from corresponding stoichiometric reactions. Both primary and secondary alcohols can be used as substrates in this reaction system, with the secondary alcohols affording products with inverted stereochemistry at the carbinol center. Copyright © 2006 American Chemical Society.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.titleOrganocatalytic Mitsunobu reactionsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0002-7863&volume=128&spage=9636&epage=9637&date=2006&atitle=Organocatalytic+Mitsunobu+Reactionsen_HK
dc.identifier.emailToy, PH:phtoy@hkucc.hku.hken_HK
dc.identifier.authorityToy, PH=rp00791en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ja063141ven_HK
dc.identifier.scopuseid_2-s2.0-33746658669en_HK
dc.identifier.hkuros129354en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-33746658669&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume128en_HK
dc.identifier.issue30en_HK
dc.identifier.spage9636en_HK
dc.identifier.epage9637en_HK
dc.identifier.isiWOS:000239278600031-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridBut, TYS=8774303500en_HK
dc.identifier.scopusauthoridToy, PH=7006579247en_HK
dc.identifier.issnl0002-7863-

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