223142-64-1Relevant academic research and scientific papers
Merging organocatalysis with transition metal catalysis and using O 2 as the oxidant for enantioselective C-H functionalization of aldehydes
Zhao, Yong-Long,Wang, Yao,Hu, Xiu-Qin,Xu, Peng-Fei
supporting information, p. 7555 - 7557 (2013/08/23)
A new catalytic Saegusa oxidation-Michael addition cascade reaction has been developed for the enantioselective β-functionalization of aldehydes. The feature of this research is the combination of organocatalysis and transition-metal catalysis for the asymmetric C-H functionalization which remains an underdeveloped research topic.
Enantioselective michael addition to α,β-Unsaturated aldehydes: Combinatorial catalyst preparation and screening, reaction optimization and mechanistic studies
Fleischer, Ivana,Pfaltz, Andreas
supporting information; experimental part, p. 95 - 99 (2010/03/26)
Shortcut to chiral catalysts: An efficient combinatorial strategy based on back reaction screening by ESI-MS allows rapid evaluation of organocatalysis for the asymmetric Michael addition to α,β-unsaturated aldehydes (see scheme). An unexpected nonlinear effect has been observed in this reaction, resulting from a double nucleophilic-electrophilic activation mechanism involving two catalyst molecules "Chemical Equation Presented"
Enantioselective organocatalytic Michael addition of malonates to α,β-unsaturated aldehydes in water
Ma, Anqi,Zhu, Shaolin,Ma, Dawei
, p. 3075 - 3077 (2008/09/20)
The Michael addition of malonates to α,β-unsaturated aldehydes catalyzed by O-TMS protected diphenylprolinols and acetic acid in water occurs at 0 °C to rt. In most cases, the reaction runs to completion in less than 24 h. A wide range of aldehydes includ
Water-compatible iminium activation: Organocatalytic Michael reactions of carbon-centered nucleophiles with enals
Palomo, Claudio,Landa, Aitor,Mielgo, Antonia,Oiarbide, Mikel,Puente, Angel,Vera, Silvia
, p. 8431 - 8435 (2008/09/19)
(Chemical Equation Presented) A pool of water-compatible catalysts, namely the chiral prolinol-based catalysts 1, has been developed for highly enantioselective C-C bond-forming Michael reactions in water (see scheme). The synthesis of (S)-Rolipram, a type IV phosphodiesterase inhibitor, was also demonstrated.
Organocatalytic conjugate addition of malonates to α,β- unsaturated aldehydes: Asymmetric formal synthesis of (-)-paroxetine, chiral lactams, and lactones
Brandau, Sven,Landa, Aitor,Franzen, Johan,Marigo, Mauro,Jorgensen, Karl Anker
, p. 4305 - 4309 (2007/10/03)
(Chemical Equation Presented) In addition: The scope of the title reaction is demonstrated by the synthesis of chiral lactones and lactams. The latter class of compounds is very important for the preparation of the pharmaceutical compounds such as (-)-par
