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Catalytic Diastereo- and Enantioselective Synthesis of 2‑Imidazolinones

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Catalytic Diastereo- and Enantioselective Synthesis of 2‑Imidazolinones

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dc.contributor.author	Martínez-Pardo, Pablo
dc.contributor.author	Blay Llinares, Gonzalo
dc.contributor.author	Escrivá-Palomo, Alba
dc.contributor.author	Sanz Marco, Amparo
dc.contributor.author	Vila Descals, Carlos
dc.contributor.author	Pedro, José Ramón
dc.date.accessioned	2020-09-29T16:04:45Z
dc.date.available	2020-09-29T16:04:45Z
dc.date.issued	2019
dc.identifier.citation	Martínez-Pardo, Pablo Blay Llinares, Gonzalo Escrivá-Palomo, Alba Sanz Marco, Amparo Vila Descals, Carlos Pedro, José Ramón 2019 Catalytic Diastereo- and Enantioselective Synthesis of 2‑Imidazolinones Organic Letters 21 4063 4066
dc.identifier.uri	https://hdl.handle.net/10550/75688
dc.description.abstract	Chiral cyclic ureas (2-imidazolinones) were prepared by the reaction of nitrones and isocyanoacetate esters using a multicatalytic system that combines a bifunctional Brønsted base-squaramide organocatalyst and Ag+ as a Lewis acid. The reaction could be achieved with a range of nitrones derived from aryl- and cycloalkylaldehydes with moderate diastereo- and good enantioselectivity. A plausible mechanism involving an initial formal [3 + 3] cycloaddition of the nitrone and isocyanoacetate ester, followed by rearrangement to an aminoisocyanate and cyclization to the imidazolinone, is proposed.
dc.language.iso	eng
dc.relation.ispartof	Organic Letters, 2019, vol. 21, p. 4063-4066
dc.subject	Química orgànica
dc.subject	Catàlisi
dc.title	Catalytic Diastereo- and Enantioselective Synthesis of 2‑Imidazolinones
dc.type	journal article	es_ES
dc.date.updated	2020-09-29T16:04:46Z
dc.identifier.doi	10.1021/acs.orglett.9b01244
dc.identifier.idgrec	133162
dc.rights.accessRights	open access	es_ES