132960-13-5Relevant articles and documents
CuCl2-catalyzed highly stereoselective and chemoselective reduction of alkynyl amides into α,β-unsaturated amides using silanes as hydrogen donors
Duan, Lingfei,Jiang, Kai,Zhu, Hua,Yin, Biaolin
supporting information, p. 365 - 369 (2021/01/29)
A CuH-catalyzed Z-selective partial reduction of alkynyl amides to afford α,β-unsaturated amides using silane as the hydrogen donor is developed. This reaction is carried out under mild conditions and able to accommodate a broad scope of alkynyl amides in
Enantioselective Addition of Alkynyl Ketones to Nitroolefins Assisted by Br?nsted Base/H-Bonding Catalysis
Campano, Teresa E.,Iriarte, Igor,Olaizola, Olatz,Etxabe, Julen,Mielgo, Antonia,Ganboa, I?aki,Odriozola, José M.,García, Jesús M.,Oiarbide, Mikel,Palomo, Claudio
supporting information, p. 4390 - 4397 (2019/03/07)
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 Br?nsted 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.
Controlling the α/γ-Reactivity of Vinylogous Ketone Enolates in Organocatalytic Enantioselective Michael Reactions
Iriarte, Igor,Olaizola, Olatz,Vera, Silvia,Gamboa, I?aki,Oiarbide, Mikel,Palomo, Claudio
supporting information, p. 8860 - 8864 (2017/07/17)
The first regio-, diastereo-, and enantioselective direct Michael reaction of β,γ-unsaturated ketones with nitroolefins is enabled by Br?nsted base/hydrogen-bonding bifunctional catalysis. A squaramide-substituted tertiary amine catalyzes the reaction of a broad range of β,γ-unsaturated ketones to proceed at the α-site exclusively, giving rise to adducts with two consecutive tertiary carbon stereocenters in diastereomeric ratios of up to >20:1 and enantioselectivities generally in the 90–98 % ee range.