Open Access
Asymmetric assembly of all‐carbon tertiary/quaternary nonadjacent stereocenters through organocatalytic conjugate addition of α‐cyanoacetates to a methacrylate equivalent
(Wiley, 2016) Iriarte, Igor; Vera, Silvia; Badiola, Eider; Mielgo, Antonia; Oiarbide, Mikel; García Castillo, Jesús María; Odriozola Ibarguren, José Manuel; Palomo, Claudio; Química Aplicada; Kimika Aplikatua
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.
Open Access
Enantioselective addition of alkynyl ketones to nitroolefins assisted by Brønsted base/H-bonding catalysis
(Wiley, 2019) Campano, Teresa E.; Iriarte, Igor; Olaizola, Olatz; Etxabe, Julen; Mielgo, Antonia; Ganboa, Iñaki; Odriozola Ibarguren, José Manuel; García Castillo, Jesús María; Oiarbide, Mikel; Palomo, Claudio; Zientziak; Institute for Advanced Materials and Mathematics - INAMAT2; Ciencias
Various sets of enolizable alkynyl ketones (including methyl ynones with α-aryl, α-alkenyl, and α-alkoxy groups) were able to react smoothly with nitroolefins with the assistance of bifunctional Brønsted base/H-bond catalysts to provide adducts with two consecutive tertiary stereocenters in a highly diastereo- and enantioselective fashion. Further transformation of the obtained adducts into optically active acyclic and polycyclic molecules, including some with intricate carbon skeletons, was also demonstrated.

García Castillo, Jesús María

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