36032-81-2

Upstream product

• 75-30-9 2-iodo-propane 
• 6389-79-3 methyl methylphenylphosphinate 
• 917-54-4 methyllithium 
• 74-88-4 methyl iodide 
• 54006-34-7 chloro(isopropyl)phenylphosphane 
• 2946-61-4 phenylphosphonous acid dimethyl ester 
• 644-97-3 Dichlorophenylphosphine 
• 172487-18-2 ethyl Phenylphosphinate 
• 1068-55-9 isopropylmagnesium chloride 

Relevant academic research and scientific papers

Scalable Enantiomeric Separation of Dialkyl-Arylphosphine Oxides Based on Host–Guest Complexation with TADDOL-Derivatives, and their Recovery

Several dialkyl-arylphosphine oxides were prepared, and the enantioseparation of the corresponding racemates was elaborated with host–guest complexation using TADDOL-derivatives. The crystallization conditions were optimized and two separate crystallization methods, one in organic solvent, and the other in water, were found to yield five examples of phosphine oxides with enantiomeric excess values higher than 94 %. A gram scale resolution was performed, and both enantiomers of the methyl-phenyl-propyl-phosphine oxide were separated with (R,R)- or (S,S)-spiro-TADDOL. The intermolecular interactions responsible for the enantiomeric recognition between the chiral host and guest molecules were investigated by single-crystal X-ray diffractional structural determinations. The similarities in the structural patterns of a few diastereomeric crystals were checked by powder X-ray diffraction, as well. Organic solvent nanofiltration (OSN) was used as a scalable technique for the decomposition of the corresponding phosphine oxide–spiro-TADDOL molecular complexes, and for the recovery of the phosphine oxide enantiomers and resolving agents.

Synthesis of P-chiral, non-racemic phosphinylacetates via enzymatic resolution of racemates

A series of racemic methyl phosphinylacetates was hydrolyzed in the presence of porcine liver esterase (PLE) under the kinetic resolution conditions to give the corresponding P-chiral phosphinylacetic acids and recovered esters in high enantiomeric purity (72-100% ee). The Jones' active site model was applied to explain the enantioselectivity of this reaction.

Simple route to chiral organophosphorus compounds

Reaction of chlorides of nonsymmetrically substituted phosphinic and phosphinous acid with (-)-1,2,3,5-disubstituted-α-D-glucofuranose proceeds with very high stereoselectivity to give stereochemically pure phosphinic and phosphinous acid esters, which are starting reagents for preparation of chiral organophosphorus compounds. Stereoselectivity of the reaction depends on the nature of bases, solvent, temperatures and excess of chlorophosphine.

The influence of radical stability of organomagnesium halide reagents on the direction of addition to an α,β-unsaturated phosphoryl group

The addition of Grignard reagents with increasing radical character to α,β-unsaturated phosphoryl groups was found to occur with a corresponding increase in the yield of the aromatic substitution products. Molecular modelling was used to determine that the radical character has a greater role in determining the degree of aromatic substitution than does steric parameters.

Nucleophilic Substitution with Phosphide Anions Prepared by an Action of Sodium Dihydridobis(2-methoxyethanolato)aluminate on Phosphorus Compounds

Phosphide anions, prepared by an action of sodium dihydridobis(2-methoxyethanolato)aluminate on derivatives of phosphine, phosphine oxide, or phosphorus esters, react with primary and secondary alkyl halides to produce phosphine derivatives having a newly formed phosphorus-carbon bond.The reactivity increases in the order of chloride N2 type process.