71457-20-0

Upstream product

• 126180-52-7 (±)-methylphenyl-o-tolylphosphine 
• 932-31-0 ortho-tolylmagnesium bromide 
• 5761-97-7 methyl(phenyl)phosphinic chloride 
• 2216-51-5 (-)-menthol 
• 2216-52-6 Neomenthol 
• 23283-97-8 (+)-(1S,2R,5R)-isomenthol 
• 57707-91-2 (1S,2R,5S)-8-(+)-phenylmenthol 
• 71457-20-0 P-methyl-P-phenyl-P-(ortho-tolyl)phosphine oxide 
• 71779-60-7 (S)-methylphenyl(2-tolyl)phosphine 
• 71779-60-7 (R_P)-methylphenyl(o-methylphenyl)phosphine 
• 95-46-5 2-methylphenyl bromide 
• 19315-13-0 methyl(phenyl)phosphineoxide 
• 67-64-1 acetone 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 126180-52-7 (±)-methylphenyl-o-tolylphosphine 

Relevant academic research and scientific papers

A facile and practical preparation ofP-chiral phosphine oxides

A practical and cost-effective synthetic method ofP-chiral diarylalkyl, aryldialkyl, and triaryl phosphine oxides by using readily available chiral diphenyl-2-pyrrolidinemethanol as the auxiliary is developed. The long-standing racemization issue during s

P-Chiral Phosphines Enabled by Palladium/Xiao-Phos-Catalyzed Asymmetric P-C Cross-Coupling of Secondary Phosphine Oxides and Aryl Bromides

The development of transition-metal-catalyzed methods for the synthesis of P-chiral phosphine derivatives poses a considerable challenge. Herein, we present a direct Pd/Xiao-Phos-catalyzed cross-coupling reaction of easily accessible secondary phosphine o

Rhodium-diphosphine ligand tetrafluoroborate and preparation method thereof

The invention discloses a rhodium-diphosphine ligand tetrafluoroborate and a preparation method thereof. According to the method, quinquevalent phenylphosphonyl dichloride is used as a starting raw material; firstly, quinquevalent phosphoryl compounds are prepared; then, a chiral quinquevalent phosphoryl compound is obtained through kinetic resolution; the unstable trivalent phosphorus is avoided; meanwhile, the optical purity of the quinquevalent phosphorus is improved; the EE value can reach 97 or higher; the sufficient space is remained for the optical purity reduction due to subsequent quinquevalent phosphorus reduction and coupling, so that the purity and the yield of the prepared diphosphine ligand are very high; further, the rhodium-diphosphine ligand tetrafluoroborate prepared from the diphosphine ligand has high activity and good optical selectivity.

Hammond Postulate Mirroring Enables Enantiomeric Enrichment of Phosphorus Compounds via Two Thermodynamically Interconnected Sequential Stereoselective Processes

(Figure Presented). The dynamic resolution of tertiary phosphines and phosphine oxides was monitored by NMR spectroscopy. It was found that the stereoselectivity is set during the formation of the diastereomeric alkoxyphosphonium salts (DAPS), such that t

Synthesis of P-stereogenic compounds based on the diastereoselective ortho-lithiation of phosphinimidic amides

The extension of the diastereoselective functionalization of the Ph2P group of C-chiral P,P-diphenyl phosphinimidic amides via directed ortho-lithiation (DoLi)-electrophilic quench reactions as a method for the preparation of structurally diverse P-stereogenic compounds is described. Transformations at both the phosphorus-containing and the ortho-functional groups provide access to a large variety of P-stereogenic derivatives with excellent stereocontrol. These transformations include aza-Wittig reactions, N-alkylations, methanolysis, nucleophilic displacements with Grignard reagents, phosphine oxide reductions, azide to amine conversions, halogen/metal exchange, and Suzuki cross-coupling and condensation reactions. These transformations increase the diversity of functional groups at the ortho-disubstituted phenyl ring and enable the synthesis of enantiopure ortho-formyl- and ortho-stannyl-phosphinic amides that are difficult to prepare by other methods. The new products synthesized might be used as building blocks for the construction of high value added P-stereogenic compounds. This is illustrated by the synthesis of [1,5,2]diazaphosphinin-6(5H)-one 21, a phosphazenylphosphinate (SPN,RPO)-22 and the analogues of relevant bidentate and tridentate privileged structures such as PHOX-like 23 and the heteroatomic N,O,P-tridentate ligand 25.

Turning regioselectivity into stereoselectivity: Efficient dual resolution of P-stereogenic phosphine oxides through bifurcation of the reaction pathway of a common intermediate

Synthetic routes that provide facile access to either enantiomeric form of a target compound are particularly valuable. The crystallization-free dual resolution of phosphine oxides that gives highly enantioenriched materials (up to 94 % ee) in excellent y

Synthesis of 2,3-dihydro-1-phenylbenzo[b]phosphole (1-phenylphosphindane) and its use as a mechanistic test in the asymmetric appel reaction: Decisive evidence against involvement of pseudorotation in the stereoselecting step

Racemic 2,3-dihydro-1-phenylbenzo[b]phosphole was obtained by reduction of 1-phenylbenzo[b]phosphole-1-oxide, itself derived by ring-closing metathesis of phenylstyrylvinylphosphine oxide. The title compound was then reoxidized under asymmetric Appel cond

Systematic survey of positive chlorine sources in the asymmetric Appel reaction: Oxalyl chloride as a new phosphine activator

A wide selection of phosphine activators has been screened to improve the selection process in the asymmetric Appel reaction. Of the activators screened, hexachloroacetone (HCA) gave the highest selectivity with excellent yield, but at least one of its by

Efficient copper(I)-catalyzed coupling of secondary phosphine oxides with aryl halides

A catalytic system has been developed for the efficient synthesis of tertiary arylphosphine oxides by coupling of readily available secondary phosphine oxides with aryl bromides or iodides in the presence of copper(I) iodide as a catalyst and (S)-α-phenylethylamine as a ligand. The system exhibits high activity in the coupling of secondary diaryl-, alkylaryl- and dialkylphosphine oxides.

PROCESSES FOR THE STEREOSELECTIVE PREPARATION OF P-CHIRAL FOUR -COORDINATED PHOSPHORUS BORANE COMPOUNDS AND P-CHIRAL THREE-COORDINATED PHOSPHORUS COMPOUNDS

Processes for the stereoselective preparation of P-chiral four-coordinated phosphorus borane compounds and P-chiral three-coordinated phosphorus compounds.