Stereospecific Synthesis of alpha-Substituted syn-alpha,beta-Diamino Acids by the Diaza-Cope Rearrangement

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dc.contributor.authorKim, Hyunwooko
dc.contributor.authorChin, Jko
dc.date.accessioned2013-03-09T17:16:15Z-
dc.date.available2013-03-09T17:16:15Z-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.created2012-02-06-
dc.date.issued2009-11-
dc.identifier.citationORGANIC LETTERS, v.11, no.22, pp.5258 - 5260-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10203/96970-
dc.description.abstractDiaza-Cope rearrangement is used to make a variety of alpha-substituted syn-alpha,beta-diamino acids. The rearrangement takes place with complete transfer of stereochemical integrity (>97% de and >98% ee) giving only one of four possible stereoisomers as determined by X-ray crystallography, (1)H NMR, and chiral HPLC. The observed stereospecificity can be explained in terms of DFT computation. This represents the first 1,4-diaza-Cope rearrangement with a ketone.-
dc.languageEnglish-
dc.publisherAMER CHEMICAL SOC-
dc.titleStereospecific Synthesis of alpha-Substituted syn-alpha,beta-Diamino Acids by the Diaza-Cope Rearrangement-
dc.typeArticle-
dc.identifier.wosid000271583000042-
dc.identifier.scopusid2-s2.0-70749103412-
dc.type.rimsART-
dc.citation.volume11-
dc.citation.issue22-
dc.citation.beginningpage5258-
dc.citation.endingpage5260-
dc.citation.publicationnameORGANIC LETTERS-
dc.identifier.doi10.1021/ol9021904-
dc.contributor.localauthorKim, Hyunwoo-
dc.contributor.nonIdAuthorChin, J-
dc.description.isOpenAccessN-
dc.type.journalArticleArticle-
dc.subject.keywordPlusCATALYTIC ASYMMETRIC-SYNTHESIS-
dc.subject.keywordPlusAMINO-ACIDS-
dc.subject.keywordPlusMANNICH REACTION-
dc.subject.keywordPlusMOTHER DIAMINE-
dc.subject.keywordPlusDERIVATIVES-
dc.subject.keywordPlusIMINES-
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