149116-52-9

Upstream product

• 90-82-4 pseudoephedrine 
• 321-98-2 (1S,2R)-(+)-ephedrine 

Downstream Products

• 130854-68-1 (2R,4R,5S)-3,4-Dimethyl-2-(4-methoxyphenoxy)-5-phenyl-1,3,2-oxazaphospholidine 2-oxide 
• 195433-96-6 (E)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile 
• 195434-00-5 (E)-(R)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-2-((E)-3-phenyl-allyl)-pent-3-enenitrile 
• 195434-04-9 (S)-2-Benzyl-2-((2S,4S,5S)-3,4-dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pentanenitrile 
• 195433-99-9 (E)-(R)-2-Benzyl-2-((2S,4S,5S)-3,4-dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile 
• 195434-01-6 (E)-(R)-2-Allyl-2-((2S,4S,5S)-3,4-dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-pent-3-enenitrile 
• 195434-03-8 (R)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-2-ethyl-pentanenitrile 
• 195433-98-8 (E)-(R)-2-((2S,4S,5S)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-2-ethyl-pent-3-enenitrile 

Relevant academic research and scientific papers

Ein chirales Cyanhydrinphosphat als umgepolte Carbonylverbindung - stereoselektive Synthese von tertiaeren Cyanhydrinen

Stichworte: Asymmetrische Synthesen * Cyanhydrine * Umpolung * Wirkstoffsynthesen

The Stereochemistry of the Aryl Phosphate/Aryl Phosphonate Rearrangement in 1,3,2-Oxazaphospholidine 2-Oxides

On treatment with LDA/THF (aryloxy)phospholidines in the pseudoephedrine/ephedrine series undergo P-O to P-C rearrangement to afford arylphospholidines with retention of configuration at phosphorus.The stereochemistry of each product was assigned by 1H NM