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Enantioselective Synthesis of Functionalized Diazaspirocycles from 4-Benzylideneisoxazol-5(4H)-one derivatives and Isocyanoacetate Esters

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Enantioselective Synthesis of Functionalized Diazaspirocycles from 4-Benzylideneisoxazol-5(4H)-one derivatives and Isocyanoacetate Esters

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dc.contributor.author	Martínez-Pardo, Pablo
dc.contributor.author	Laviós, Adrián
dc.contributor.author	Sanz Marco, Amparo
dc.contributor.author	Vila Descals, Carlos
dc.contributor.author	Pedro, José Ramón
dc.contributor.author	Blay Llinares, Gonzalo
dc.date.accessioned	2022-12-13T15:15:47Z
dc.date.available	2022-12-13T15:15:47Z
dc.date.issued	2020
dc.identifier.citation	Martínez-Pardo, Pablo Laviós, Adrián Sanz Marco, Amparo Vila Descals, Carlos Pedro, José Ramón Blay Llinares, Gonzalo 2020 Enantioselective Synthesis of Functionalized Diazaspirocycles from 4-Benzylideneisoxazol-5(4H)-one derivatives and Isocyanoacetate Esters Advanced Synthesis & Catalysis 362 17 3564 3569
dc.identifier.uri	https://hdl.handle.net/10550/84745
dc.description.abstract	Enantioenriched spirocyclic compounds bearing three contiguous stereocenters and high functionalization were obtained through a formal [3+2] cycloaddition reaction catalyzed by a cooperative system. The spiro compounds were synthesized from 4-arylideneisoxazol-5-ones and isocyanoacetate esters using a bifunctional squaramide/Brønsted base organocatalyst derived from a Cinchona alkaloid and silver oxide as Lewis acid. This method afforded two out of the four possible diastereomers with good yields and high enantiomeric excess for both diastereomers.
dc.language.iso	eng
dc.relation.ispartof	Advanced Synthesis & Catalysis, 2020, vol. 362, num. 17, p. 3564-3569
dc.subject	Catàlisi
dc.subject	Compostos orgànics
dc.subject	Química orgànica
dc.title	Enantioselective Synthesis of Functionalized Diazaspirocycles from 4-Benzylideneisoxazol-5(4H)-one derivatives and Isocyanoacetate Esters
dc.type	journal article	es_ES
dc.date.updated	2022-12-13T15:15:48Z
dc.identifier.doi	10.1002/adsc.202000611
dc.identifier.idgrec	140533
dc.rights.accessRights	open access	es_ES