207129-48-4

Upstream product

• 295795-88-9 (2S,5S)-2-(2-anisyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane 2-oxide 
• 207129-47-3 semi-ESPHOS 
• 110904-84-2 N,N,N’,N’-tetramethyl-1-(2-methoxyphenyl)phosphanediamine 
• 735278-45-2 (2R,5S)-2-phenoxy-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane 
• 232618-88-1 (2R,5S)-2-dimethylamino-3-phenyl-1,3-diazaphosphabicyclo[3.3.0^1,5]octane 
• 735278-45-2 1-phenoxy-2-phenyl-hexahydro-pyrrolo[1,2-c][1,3,2]diazaphopsphole 
• 64030-44-0 (2S)-2-(anilinomethyl)pyrrolidine 
• 261162-68-9 (1S,3aS)-1-Phenoxy-2-phenyl-hexahydro-pyrrolo[1,2-c][1,3,2]diazaphosphole 1-oxide 

Downstream Products

• 295795-88-9 (2S,5S)-2-(2-anisyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane 2-oxide 

Relevant academic research and scientific papers

Scope and limitations of the aromatic anionic [1,3] P-O to P-C rearrangement in the synthesis of chiral o-hydroxyaryl diazaphosphonamides

The influence of numerous parameters in the aromatic anionic [1,3] P-O to P-C rearrangement in the synthesis of chiral o-hydroxyaryl diazaphosphonamides has been envisaged. Various strong bases such as LDA, sec-BuLi, tert-BuLi have been conveniently used. The scope of the regioselectivity of the rearrangement has been particularly studied varying the nature of the phenoxy group implied in this reaction. A totally diastereoselective P-O to P-C migration rearrangement has been observed starting from a thiophosphonamide precursor. Moreover, starting from a phenylthio substituted phosphonamide, a totally diastereoselective P-S to P-C rearrangement of the diazaphosphonamide moiety has also been demonstrated. (C) 2000 Elsevier Science Ltd.

Totally stereoselective P-O to P-C migration rearrangement: Application to the synthesis of new chiral O-hydroxyaryl phosphine oxides

The synthesis of a novel class of chiral o-hydroxyaryl phosphine oxides by the rearrangement of a P-O to a P-C bond is described. This reaction proceeds with excellent yields (75-95%) and total retention of the configuration on the phosphorus atom. In the case of the treatment of an equimolar mixture of the diastereomers anti-2e and syn-2f, the resulting compounds anti-3e and syn-3f, obtained in a 1:1 molar ratio, were separated and characterized by X-ray diffraction. On the basis of the experimental results, we suggest that the migration mechanism is addition-pseudorotation-elimination; this explains the total stereoselectivity observed at the phosphorus atom.

New chiral o-hydroxyphenyl diazaphospholidine oxide. Catalytic application in asymmetric addition of diethylzinc to aromatic aldehydes

Synthesis of diastereomerically pure o-hydroxyphenyl diazaphospholidine oxide 2 was achieved from a chiral diamine derived from (S)-proline. This new compound has been tested as catalyst in the asymmetric addition of diethylzinc to aromatic aldehydes. Corresponding sec-alcohols were obtained in high yields (up to 90%) with enantiomeric excesses varying from 15 to >99%. The influence of the solvent and also the important relation existing between the nature of the aldehydes and the enantioselectivity have been investigated.