65634-93-7Relevant academic research and scientific papers
Stereoselective Synthesis of P-Stereogenic N-Phosphinyl Compounds
Chelouan, Ahmed,Recio, Roco,lvarez, Eleuterio,Khiar, Noureddine,Fernndez, Inmaculada
, p. 255 - 259 (2016)
A number of P-stereogenic N-phosphinyl compounds were stereoselectively prepared in good yields by a straightforward approach, thanks to the diversified and, up until now, unexplored reactivity of (R)- and (S)-dicyclohexylidene-D-glucose methyl phenyl pho
Diastereoselective alkynylation of chiral phosphinoylimines: preparation of optically active propargylamines
Benamer, Mounira,Turcaud, Serge,Royer, Jacques
scheme or table, p. 645 - 648 (2010/04/23)
Chiral phosphinoylimines were prepared from methylphenylphosphonamides and tested as new chiral and activated imines. The addition of aluminum acetylides was proved to be highly diastereoselective while lithium or magnesium acetylides gave poor results. T
Rearrangement Reactions of N-Phosphinoyl-O-sulphonylhydroxylamines with Amines under Competitive Conditions. Possible Involvement of Monomeric Metaphosphonimidates and Phosphonamidic Sulphonic Mixed Anhydrides
Harger, Martin J. P.,Smith, Adrian
, p. 2507 - 2511 (2007/10/02)
The O-methylsulphonyl-N-phosphinoylhydroxylamines, RPhP(O)NHOMs (R=Ph, Me, Et, Pri), react with an excess of an equimolar mixture of isopropylamine and t-butylamine to give the rearrangement products RP(O)(NHPh)(NHPri) and RP(O)(NHPh
PHOTOLYSIS OF SOME UNSYMMETRICAL PHOSPHINIC AZIDES IN METHANOL. RELATIVE MIGRATORY APTITUDES OF ALKYL GROUPS AND PHENYL IN THE CURTIUS-LIKE REARRANGEMENT.
Harger, Martin J. P.,Westlake, Sally
, p. 3073 - 3078 (2007/10/02)
When an alkylphenylphosphinic azide RPhP(O)N3 (R=Me, Et, Pri or But) is photolysed in MeOH either the alkyl or phenyl group can migrate from P to N in the Curtius-like rearrangement.The composition of the product shows that migration of the alkyl group R is preferred.However, the preference is not great and decreases as R changes But->Pri->Et->Me-> (approx. migratory aptitudes relative to Ph: 2.1, 1.7, 1.3, 1.2 respectively), probably because the Ph-P bond is better able to assume the correct conformation for Ph migration when R is less bulky.For t-butylmethylphosphinic azide there is very little preference for migration of But relative to Me.Small amounts of unrearranged products such as ButPhP(O)NHOMe and ButPhP(O)NH2 are generally produced in the photolyses, together with the methyl phosphinates RPhP(O)OMe (major product when R=Me) resulting from (non-photochemical) solvolysis of the azide.
