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Title: One-pot Sequential Organocatalytic Michael-Tishchenko-Lactonization Reactions. Synthesis of Enantioenriched 4, 5, 6 -Trisubstituted - Lactones
Authors: Guevara-Pulido, James Oswaldo
Andrés García, José María
Pedrosa Sáez, Rafael
Issue Date: 2014
Publisher: American Chemical Society
Description: Producción Científica
Citation: Journal of Organic Chemistry, 2014, 79(18), p. 8638-8644
Abstract: Enantioenriched trisubstituted lactones were obtained in good yields and moderate to very good enantioselectivities in one-pot process, which implies a sequential organocatalyzed Michael addition of ketones to enals, followed by catalytic intramolecular diastereoselective Tishchenko reaction and lactonization. The final lactones were obtained as single diastereoisomers, demonstrating that the mixture of the anti and syn diastereomers epimerized to the syn hydroxy ester during the oxido-reduction step.
Keywords: Catalizadores
Química orgánica
ISSN: 0022-3263
Peer Review: SI
DOI: 10.1021/jo5013724
Sponsor: Ministerio de Economía, Industria y Competitividad (CTQ 2011-28487)
Junta de Castilla y León (programa de apoyo a proyectos de investigación – Ref. VA064U13)
Universidad de Valladolid for a pre-doctoral fellowships
Publisher Version:
Language: eng
Rights: info:eu-repo/semantics/openAccess
Appears in Collections:CINQUIMA - Artículos de revista
DEP67 - Artículos de revista

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