137789-09-4Relevant articles and documents
A practical and efficient green synthesis of β-aminophosphoryl compounds via the aza-Michael reaction in water
Matveeva, Ekaterina V.,Petrovskii, Pavel V.,Klemenkova, Zinaida S.,Bondarenko, Natalya A.,Odinets, Irina L.
, p. 964 - 970 (2010)
Biphasic systems room temperature imidazolium ionic liquid (RTIL)/water or water as a solvent significantly accelerate the addition of amines to vinylphosphoryl compounds hence opening green and effective synthesis of β-aminophosphoryl compounds in excellent yields over short reaction times. The application of water, being the cheapest and most non-toxic solvent, without any catalyst or co-solvent, is more advantageous as it provides a simple isolation procedure for products having high purity (> 95% according to the NMR data) via simple freeze-drying and does not require extraction with organic solvents. The solubility of the starting phosphorus substrate in water does not play crucial role in the reaction as it was demonstrated using water insoluble diphenylvinylphosphine oxide. In contrast to typical procedures, using a reactant ratio (vinylphosphoryl compound: amine) of 2:1 readily resulted in double phosphorylation of primary amines, including polyamines, in water.
Chiral β-aminophosphine oxides as ligands for ruthenium assisted enantioselective transfer hydrogenation of ketones
Maj, Anna M.,Pietrusiewicz, K. Michal,Suisse, Isabelle,Agbossou, Francine,Mortreux, Andre
, p. 831 - 835 (1999)
Enantiopure β-aminophosphine oxide ligands have been synthesized and used in asymmetric transfer hydrogenation of ketones. Optically active alcohols are obtained in high yields and with up to 84% enantiomeric excess.
Mixed donor aminophosphine oxide ligands in ruthenium-catalysed asymmetric transfer hydrogenation reactions
Rahman, Mohammed S.,Oliana, Marco,Hii, King Kuok
, p. 1835 - 1840 (2007/10/03)
A number of mixed-donor aminophosphine ligands have been prepared and their activity and selectivity in asymmetric transfer hydrogenation reactions assessed. Enantioselectivities up to 93% and 80% were achieved for the reduction of acetophenone and propiophenone, respectively.
Enantioselektive Katalysen LX. Addition von optisch aktiven Aminen an P-substituierte Olefine
Brunner, Henri,Limmer, Stephan
, p. 173 - 180 (2007/10/02)
The addition of the optically active amines (-)-1-phenylethylamine, (+)-1-phenylethylamine, and (+)-3-aminomethylpinane to diphenylvinylphosphine oxide or 1,1-bis(diphenylphosphino)ethene sulfide gives new PN compounds which were used as cocatalysts in the cross coupling of 1-phenylethyl Grignard with vinylbromide and in the hydrosilylation of acetophenone with diphenylsilane.
