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dc.contributor.authorReddy, Golipalli Ramana
dc.contributor.authorMukherjee, Debopreeti
dc.contributor.authorChittoory, Arjun Kumar
dc.contributor.authorRajaram, Sridhar
dc.date.accessioned2017-02-21T07:09:33Z-
dc.date.available2017-02-21T07:09:33Z-
dc.date.issued2014
dc.identifier.citationReddy, GR; Mukherjee, D; Chittoory, AK; Rajaram, S, Unusual Reactivity of Nitronates with an Aryl Alkyl Carbonate: Synthesis of alpha-Amino Esters. Organic Letters 2014, 16 (22) 5874-5877, http://dx.doi.org/10.1021/ol5028199en_US
dc.identifier.citationOrganic Lettersen_US
dc.identifier.citation16en_US
dc.identifier.citation22en_US
dc.identifier.issn1523-7060
dc.identifier.urihttp://hdl.handle.net/10572/2470-
dc.descriptionRestricted Accessen_US
dc.description.abstractThe monoanions of nitroalkanes are ambident nucleophiles that react with carbonate electrophiles through the oxygen atom. Products arising from reactivity at the carbon atom will yield alpha-nitro esters, which are precursors for alpha-amino esters. We demonstrate this in the reactions of nitroalkanes with benzyl phenyl carbonate and DABCO where alpha-nitro esters are obtained instead of nitrile oxides. The products are readily reduced to alpha-amino esters. This pathway could be a safe alternative to the Strecker reaction.en_US
dc.description.uri1523-7052en_US
dc.description.urihttp://dx.doi.org/10.1021/ol5028199en_US
dc.language.isoEnglishen_US
dc.publisherAmerican Chemical Societyen_US
dc.rights@American Chemical Society, 2014en_US
dc.subjectOrganic Chemistryen_US
dc.subjectRadical Conjugate Additionsen_US
dc.subjectCatalytic Asymmetric-Synthesisen_US
dc.subjectPhase-Transfer Catalysisen_US
dc.subjectAmbident Reactivityen_US
dc.subjectOrganic-Reactionsen_US
dc.subjectAcid-Derivativesen_US
dc.subjectNitrile Oxidesen_US
dc.subjectDriving-Forceen_US
dc.subjectBetaen_US
dc.subjectIminesen_US
dc.titleUnusual Reactivity of Nitronates with an Aryl Alkyl Carbonate: Synthesis of alpha-Amino Estersen_US
dc.typeArticleen_US
Appears in Collections:Research Articles (Sridhar Rajaram)

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