35223-73-5Relevant articles and documents
Arginine- or lysine-catalyzed Michael addition of nitromethane to α,β-unsaturated ketones in aqueous media
Park, Seongsoon
, p. 3671 - 3674 (2015/02/05)
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Synthesis, characterization, and catalytic reactivity of a highly basic macrotricyclic aminopyridine
Uchida, Natsuko,Taketoshi, Ayako,Kuwabara, Junpei,Yamamoto, Toshihide,Inoue, Yoshiaki,Watanabe, Yu,Kanbara, Takaki
scheme or table, p. 5242 - 5245 (2011/02/24)
The synthesis methods, physicochemical and structural characteristics, and catalytic reactivity of new macrocyclic proton chelators, N,N′,N″- tris(p-tolyl)azacalix[3](2,6)(4-pyrrolidinopyridine) and N,N′,N″- tris(p-tolyl)azacalix[3](2,6)(4-piperidinopyridine), are studied. The introduction of pyrrolidino and piperidino groups into the pyridine unit enables the enhancement of the synergistic proton affinity of the cavity of the macrotricycle giving a high basicity (pKBH+ = 28.1 and 27.1 in CD3CN), resulting in a catalytic activity for the Michael addition of nitromethane with α,β-unsaturated carbonyl compounds.
P(RNCH2CH2)3N: Efficient 1,4-addition catalysts
Kisanga, Philip B.,Ilankumaran, Palanichamy,Fetterly, Brandon M.,Verkade, John G.
, p. 3555 - 3560 (2007/10/03)
The 1,4-addition of primary alcohols, higher nitroalkanes, and a Schiff's base of an α-amino ester to α,β-unsaturated substrates produces the corresponding products in moderate to excellent yields when carried out at -63 to 70°C in the presence of catalytic amounts of the nonionic strong bases P(RNCH2CH2)3N (R = Me, i-Pr, i-Bu) in isobutyronitrile. Diastereoselectivity for the anti form of the product is high in the case of the Schiff's base in the absence of lithium ion. These catalysts are easily removed from the product by either column filtration through silica gel or via aqueous workup.