Publication: Asymmetric assembly of all‐carbon tertiary/quaternary nonadjacent stereocenters through organocatalytic conjugate addition of α‐cyanoacetates to a methacrylate equivalent
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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/
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.
Keywords
Asymmetric organocatalysis, Michael reactions, Stereoselective protonation, Quaternary stereocenters, Brønsted bases
Department
Química Aplicada / Kimika Aplikatua
Faculty/School
Degree
Doctorate program
Editor version
Funding entities
Support was provided by the University of the Basque Country UPV/EHU (UFI 11/22), Gobierno Vasco (GV,GrantNoIT-628-13),and Ministerio de Economía y Competitividad (MEC,Grant CTQ 2013-47925-C2), Spain.
© 2016 Wiley-VCH Verlag GmbH & Co.
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