Asymmetric assembly of all‐carbon tertiary/quaternary nonadjacent stereocenters through organocatalytic conjugate addition of α‐cyanoacetates to a methacrylate equivalent
Date
2016
Authors
Iriarte, Igor
Vera, Silvia
Badiola, Eider
Mielgo, Antonia
Oiarbide, Mikel
Palomo, Claudio
Director
Publisher
Wiley
Acceso abierto / Sarbide irekia
Artículo / Artikulua
Versión aceptada / Onetsi den bertsioa
Project identifier
- MINECO//CTQ2013-47925-C2-2-P/ES/
Impacto
Abstract
An efficient, highly diastereo- and enantioselective assembly of acyclic carbonyl fragments possessing nonadjacent all-carbon tertiary/quaternary stereoarrays is reported based on a Brønsted base catalyzed Michael addition/a-protonation sequence involving a-cyanoacetates and 2,4-dimethyl-4-hydroxypenten-3-one as novel methacrylate equivalent.
Description
Keywords
Asymmetric organocatalysis, Michael reactions, Stereoselective protonation, Quaternary stereocenters, Brønsted bases
Department
Química Aplicada / Kimika Aplikatua
Faculty/School
Degree
Doctorate program
item.page.cita
Iriarte, I., Vera, S., Badiola, E., Mielgo, A., Oiarbide, M., García, J. M., Odriozola, J. M., & Palomo, C. (2016). Asymmetric assembly of all‐carbon tertiary/quaternary nonadjacent stereocenters through organocatalytic conjugate addition of α‐cyanoacetates to a methacrylate equivalent. Chemistry – A European Journal, 22(38), 13690-13696. https://doi.org/10.1002/chem.201603082
item.page.rights
© 2016 Wiley-VCH Verlag GmbH & Co.
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