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Article: The Mitsunobu reaction: Origin, mechanism, improvements, and applications

TitleThe Mitsunobu reaction: Origin, mechanism, improvements, and applications
Authors
KeywordsAzo compounds
Condensation
Mitsunobu reaction
Oxidation-reduction
Phosphines
Issue Date2007
PublisherWiley - V C H Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2451
Citation
Chemistry - An Asian Journal, 2007, v. 2 n. 11, p. 1340-1355 How to Cite?
AbstractThe Mitsunobu reaction is a widely used and versatile method for the dehydrative oxidation-reduction condensation of an acid/pronucleophile usually with a primary or secondary alcohol that requires the combination of a reducing phosphine reagent together with an oxidizing azo reagent. The utility of this reaction stems from the fact that it is generally highly stereoselective and occurs with inversion of the stereochemical configuration of the alcohol starting material. Furthermore, as carboxylic acids, phenols, imides, sulfonamides, and other compounds can be used as the acid/pronucleophile, this reaction is useful for the preparation of a wide variety of functional groups. This Focus Review of the Mitsunobu reaction summarizes its origins, the current understanding of its mechanism, and recent improvements and applications. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Persistent Identifierhttp://hdl.handle.net/10722/69260
ISSN
2015 Impact Factor: 4.592
2015 SCImago Journal Rankings: 1.833
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorBut, TYSen_HK
dc.contributor.authorToy, PHen_HK
dc.date.accessioned2010-09-06T06:12:01Z-
dc.date.available2010-09-06T06:12:01Z-
dc.date.issued2007en_HK
dc.identifier.citationChemistry - An Asian Journal, 2007, v. 2 n. 11, p. 1340-1355en_HK
dc.identifier.issn1861-4728en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69260-
dc.description.abstractThe Mitsunobu reaction is a widely used and versatile method for the dehydrative oxidation-reduction condensation of an acid/pronucleophile usually with a primary or secondary alcohol that requires the combination of a reducing phosphine reagent together with an oxidizing azo reagent. The utility of this reaction stems from the fact that it is generally highly stereoselective and occurs with inversion of the stereochemical configuration of the alcohol starting material. Furthermore, as carboxylic acids, phenols, imides, sulfonamides, and other compounds can be used as the acid/pronucleophile, this reaction is useful for the preparation of a wide variety of functional groups. This Focus Review of the Mitsunobu reaction summarizes its origins, the current understanding of its mechanism, and recent improvements and applications. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.en_HK
dc.languageengen_HK
dc.publisherWiley - V C H Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2451en_HK
dc.relation.ispartofChemistry - An Asian Journalen_HK
dc.subjectAzo compoundsen_HK
dc.subjectCondensationen_HK
dc.subjectMitsunobu reactionen_HK
dc.subjectOxidation-reductionen_HK
dc.subjectPhosphinesen_HK
dc.titleThe Mitsunobu reaction: Origin, mechanism, improvements, and applicationsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=1861-4728&volume=2&issue=11&spage=1340&epage=1355&date=2007&atitle=The+Mitsunobu+reaction:+origin,+mechanism,+improvements,+and+applicationsen_HK
dc.identifier.emailToy, PH:phtoy@hkucc.hku.hken_HK
dc.identifier.authorityToy, PH=rp00791en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/asia.200700182en_HK
dc.identifier.pmid17890661-
dc.identifier.scopuseid_2-s2.0-35948981094en_HK
dc.identifier.hkuros142704-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-35948981094&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume2en_HK
dc.identifier.issue11en_HK
dc.identifier.spage1340en_HK
dc.identifier.epage1355en_HK
dc.identifier.isiWOS:000250810000001-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridBut, TYS=8774303500en_HK
dc.identifier.scopusauthoridToy, PH=7006579247en_HK

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