54459-74-4Relevant academic research and scientific papers
New chiral basic heterogeneous catalyst based on Csβ zeolite
Suslov, Evgeniy V.,Korchagina, Dina V.,Komarova, Nina I.,Volcho, Konstantin P.,Salakhutdinov, Nariman F.
, p. 202 - 204 (2006)
A new basic chiral catalyst Met-Csβ has been synthesised for preparing optically active products of the Michael reaction and tandem transformations by the interaction of starting achiral α,β-unsaturated carbonyl compounds with malononitrile.
Quinine catalysed asymmetric Michael additions in a sustainable solvent
Castro-Osma, Jos A.,Comerford, James W.,Heath, Samantha,Jones, Oliver,Morcillo, Maria,North, Michael
, p. 3678 - 3685 (2015/02/03)
Diethyl carbonate is shown to be a suitable, sustainable solvent in which to carry out quinine catalysed asymmetric Michael additions of malononitriles to enones. Both malonitrile and α-substituted malononitriles can be used as substrate and the results suggest that π-π stacking interactions between the (hetero)aromatic rings of the catalyst and substrates are important in determining the degree of asymmetric induction.
Crown ether complex cation ionic liquids: Preparation and applications in organic reactions
Song, Yingying,Jing, Huanwang,Li, Bo,Bai, Dongsheng
experimental part, p. 8731 - 8738 (2011/09/16)
A series of crown ether complex cation ionic liquids (CECILs) were designed, synthesised and characterised by NMR spectroscopy, HRMS, thermogravimetric differential thermal analysis (TG-DTA) and elemental analysis. Their applications in various organic reactions were investigated: [15-C-5Na][OH], [15-C-5Na][OAc], [18-C-6K][OH] and [18-C-6K][OAc] (15-C-5=[15]crown-5; 18-C-6=[18]crown-6) efficiently catalysed the Michael addition of alkenes and relevant nucleophiles; [18-C-6K][OH] and [15-C-5Na][OH] effectively catalysed the Henry reaction of nitromethane and aromatic aldehydes; [18-C-6K][OH] has excellent catalytic efficiency for Knoevenagel condensation of aromatic aldehydes and malononitrile; PdCl2/[18-C-6K] 3[PO4]/K2CO3 efficaciously catalysed the Heck reaction of olefins and aromatic halides; [18-C-6K][BrO3] can be used as both oxidant and solvent in the oxidation reaction of aromatic alcohols. The CECIL catalysts [15-C-5Na][OH] (Michael addition) and [18-C-6K][OH] (Henry reaction) can be recycled and reused several times without obvious loss of activity and their recovery is very simple.
Back to natural cinchona alkaloids: Highly enantioselective Michael addition of malononitrile to enones
Russo, Alessio,Perfetto, Alessandra,Lattanzi, Alessandra
supporting information; experimental part, p. 3067 - 3071 (2010/04/06)
An efficient and convenient highly enantioselective Michael addition of malononitrile to enones has been developed by using quinine as the organocatalyst. The adducts were isolated in excellent yield and high asymmetric induction (up to 95% ee). An easy r
High surface area MgO as a highly effective heterogeneous base catalyst for michael addition and knoevenagel condensation reactions
Xu, Chunli,Bartley, Jonathan K.,Enache, Dan I.,Knight, David W.,Hutchings, Graham J.
, p. 3468 - 3476 (2007/10/03)
Magnesium oxide (MgO), obtained using a novel but simple procedure, was systematically investigated as a heterogeneous base catalyst for reactions taking place in the liquid phase, specifically the Michael addition and the Knoevenagel condensation. The ac
