25891-89-8Relevant academic research and scientific papers
Pallado-catalysed P-arylations and P-vinylation of 2-hydrogeno-2-oxo-1,4,2- oxazaphosphinanes
Pirat, Jean-Luc,Monbrun, Jér?me,Virieux, David,Cristau, Henri-Jean
, p. 7029 - 7036 (2005)
A simple and effective preparation of 2-aryl- (or 2-vinyl)-1,4,2- oxazaphosphinanes, phosphorus analogues of aryl-morpholinols has been developed, involving palladium catalysed coupling of aryl (or vinyl)-halides with 2-H-1,4,2-oxazaphosphinane in presenc
Stereoselective synthesis of α-amino(phenyl)methyl(phenyl)phosphinic acids with O-pivaloylated D-galactoslamine as chiral auxiliary
Wang, Yadan,Wang, Yangyun,Yu, Jipan,Miao, Zhiwei,Chen, Ruyu
supporting information; experimental part, p. 9290 - 9293 (2010/04/05)
Stereoselective synthesis of α-amino (phenyl)methyl(phenyl)phosphinic acids with O-pivaloylated D-galactosylamine as chiral auxiliary, was reported. 2 3 drops of acetic acid were added to a solution of amine 1 and aldehyde 2 in 2-propanol and the mixture was stirred at room temperature for about 0.5 h. A solution of N-galactosylaldimines 3 in THF was cooled to 0°C, and phosphinate 4 and SnCl4 were added. The mixture was stirred for 2 d at room temperature. The aqueous phase was extracted with CHCl3 and the organic layers were dried with anhydrous MgSO4, filtered, and concentrated in vacuo to yield the crude products. A solution of compound 5 in dry methanol was treated with freshly prepared solution of HCl. Then methanol was evaporated in vacuo and the remaining residue dissolved in 0.5 M HCl and extracted with pentane. The results revealed that AlCl3, SnCl 4, and BF3.OEt2 were able to promote the addition.
A recyclable chiral auxiliary for the asymmetric syntheses of α-aminonitriles and α-aminophosphinic derivatives
Rossi, Jean-Christophe,Marull, Marc,Larcher, Nicolas,Taillades, Jacques,Pascal, Robert,van der Lee, Arie,Gerbier, Phillipe
, p. 876 - 883 (2008/09/21)
Optically active α-aminonitriles and α-aminophosphinic derivatives have been prepared in high yield and high ee using an easy route by extending our previously developed method involving the following sequence: (i) stereoselective Strecker condensation of
Interesting by-products in the synthesis of chiral α- aminophosphinates from enantiopure sulfinimines
Szabó, Andrea,Jászay, Zsuzsa M.,T?ke, László,Petneházy, Imre
, p. 1991 - 1994 (2007/10/03)
A new reaction of enantiopure sulfinimines and ethyl phenylphosphinate is given. Several unexpected products were isolated and identified, their mechanism of formation is proposed.
Studies on Organophosphorus Compounds XXVIII. An Improved Synthetic Route to 1-Amino-Substituted Benzyl Phosphonic and -Phosphinic Acids
Yuan, Chengye,Qi, Youmao
, p. 472 - 474 (2007/10/02)
An improved method for the synthesis of 1-aminosubstituted benzyl phosphonic and -phosphinic acids under mild conditions is described.It consists of the reaction of diphenoxy chlorophosphine (1) or dichlorophenylphosphine (6) with substituted benzaldehyde
An Amidoalkylation of Trivalent Phosphorus Compounds with P(O)H Functions Including Acetic Acid Solutions of PCl3, RPCl2 or R2PCl, Diesters of Phosphorous Acid and Phosphorus-III-Acids
Oleksyszyn, Jozef
, p. 19 - 28 (2007/10/02)
An amidoalkylation of PCl3 or its organic derivatives in acetic acid solution takes place because equilibrium between AcOH and >P-Cl exist, leading to hydroxychlorophosphines.Those last compounds undergo an amidoalkylation like other nucleophiles.Based on these data, it was shown that an amidoalkylation reaction is usual for all phosphorus compounds with the R2P(O)H system and provides derivatives with the >N-C-P(O)R2 functions.The scope and limitation of these reactions are discussed.
