77670-27-0Relevant academic research and scientific papers
Organocatalytic asymmetric Michael/hemiketalization/acyl transfer reaction of 1,3-propanediones with (: E)-2-(2-nitrovinyl)phenols
Bania, Nimisha,Pan, Subhas Chandra
, p. 1718 - 1721 (2019)
An organocatalytic asymmetric cascade Michael/hemiketalization/acyl transfer reaction between (E)-2-(2-nitrovinyl)phenols and 1,3-propanediones is disclosed. A cinchona alkaloid derived bifunctional thiourea catalyst was found to be the most effective for this reaction and provided the desired products in moderate to good yields with good to high enantioselectivities.
High pressure-assisted low-loading asymmetric organocatalytic conjugate addition of nitroalkanes to chalcones
Cholewiak, Agnieszka,Adamczyk, Kamil,Kopyt, Micha?,Kasztelan, Adrian,Kwiatkowski, Piotr
, p. 4365 - 4371 (2018/06/22)
The application of high pressure (up to 9 kbar) allows for relatively fast (1-5 h) and highly enantioselective 1,4-addition of nitromethane and 2-nitropropane to chalcones at room temperature with substantial reduction of catalyst loading (0.2-1 mol% of cinchona alkaloid-based thioureas and squaramides). Various γ-nitroketones were obtained at 9 kbar with high yield and enantioselectivity (up to 98%), whereas in control experiments at atmospheric pressure usually only a small amount (10%) of products were formed after 20 h.
Asymmetric Induction in the Michael Reaction by Means of Chiral Phase-transfer Catalysts derived from Cinchona and Ephedra Alkaloids
Colonna, Stefano,Re, Alberto,Wynberg, Hans
, p. 547 - 552 (2007/10/02)
Asymmetric induction in the Michael reaction has been achieved using alkaloidonium salts in a two-phase system with optical yields of up to 36 and 26percent in the addition to αβ-unsaturated ketones of thiols and nitroalkanes respectively.The presence of a hydroxy-group β to the 'onium function is essential to achieve substantial asymmetric syntheses.
