220586-54-9

Upstream product

• 220586-50-5 diethyl (S_s,1S,2R)-1-chloro-2-phenyl-2-(p-toluenesulfinamido)ethylphosphonate 
• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 3167-63-3 diethyl chloromethylphosphonate 
• 10419-77-9 diethyl iodomethanephosphonate 
• 220586-49-2 diethyl(-)-S-(3-phenyl-2-H-azirin-2-yl) phosphonate 
• 607729-55-5 diethyl (S_S,2S,3R)-(+)-N-(mesitylsulfinyl)-3-phenylaziridine-2-phosphonate 
• 220586-52-7 diethyl (S_s,2S,3R)-(-)-N-(p-toluenesulfinyl)-3-phenylaziridine-2-phosphonate 
• 855475-24-0 (S)-(+)-N-(benzylidene)-2,4,6-trimethylbenzenesulfinamide 
• 100-52-7 benzaldehyde 

Downstream Products

• 260980-56-1 diethyl(-)-(2S,3R)-[3-phenyl-1-p-toluenesulfonyl-aziridin-2-yl] phosphonate 
• 558449-13-1 diethyl(+)-(3S)-[2-phenyl-1-(p-toluenesulfonylamino)ethyl] phosphonate 
• 220586-49-2 diethyl(-)-S-(3-phenyl-2-H-azirin-2-yl) phosphonate 
• 68839-08-7 (S)-(1-Amino-2-phenylethyl)phosphonsaeure-diethylester 

Relevant academic research and scientific papers

Asymmetric synthesis of aziridine 2-phosphonates from enantiopure sulfinimines (N-sulfinyl imines). Synthesis of α-amino phosphonates

An aza-Darzens reaction, involving the addition of chloromethylphosphonate anions to enantiopure sulfinimines, has been developed for the asymmetric synthesis of aziridine 2-phosphonates. Best results involve cyclization of the syn and anti diastereomeric

Improved asymmetric synthesis of aziridine 2-phosphonates using (S)-(+)-2,4,6-trimethylphenylsulfinamide

The aza-Darzens reaction of lithium diethyl iodomethylphosphonate with enantiopure N-(2,4,6-trimethylphenylsulfinyl)imines affords a single diastereomeric N-sulfinylaziridine 2-phosphonate which, on treatment with MeMgBr, gives the corresponding NH-azirid

Asymmetric synthesis of 2H-aziridine phosphonates, and α- or β-aminophosphonates from enantiomerically enriched 2H-azirines

A simple and efficient method for asymmetric synthesis of 2H-azirine-2-phosphonates 6 is described. The key step is a base-mediated Neber reaction of p-toluenesulfonyloximes 4 derived from phosphonates. Triethylamine 5, alkaloids 7 and solid-phase bound a

Asymmetric synthesis of aziridine 2-phosphonates and azirinyl phosphonates from enantiopure sulfinimines

Enantiopure sulfinimine (S)-4 was employed in a Darzens-type synthesis of aziridine 2-phosphonates (-)-7/(+)-8 which were transformed into α-amino phosphonates (S)-11/(R)-12 and the first enantiopure examples of azirinyl phosphonates 13-15.