147137-56-2

Upstream product

• 827304-11-0 [1-Phenylselanyl-1-((S)-toluene-4-sulfinyl)-ethyl]-phosphonic acid diethyl ester 

Downstream Products

• 257885-70-4 (+)-3-diethoxyphosphoryl-3-p-tolylsulfinyl-5,5-dimethylpyrazoline 
• 583827-30-9 (1S,2S)-2-(Diethoxy-phosphoryl)-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid ethyl ester 
• 583827-32-1 (1R,2S)-2-(Diethoxy-phosphoryl)-2-((S)-toluene-4-sulfinyl)-cyclopropanecarboxylic acid ethyl ester 
• 6281-32-9 4-quinolylmethanol 
• 1007839-37-3 4,4-di(ethoxycarbonyl)-2,3-dimethyl-1-p-tolylsulfinylcyclopent-1-ene 

Relevant academic research and scientific papers

(+)-(S)-α-diethoxyphosphorylvinyl p-tolyl sulfoxide: A new chiral Michael acceptor and dienophile

The title reagent, (+)-(S)-1, was prepared from (+)-(S)(s)-α-diethoxy-phosphorylethyl p-tolyl sulfoxide 2 by phenylselenylationl-deselenylation procedure. Its reactivity was demonstrated by diastereoselective Michael addition of ethanethiol giving rise to

Phosphonates containing sulfur and selenium. Synthesis of vinylphosphonates bearing α-sulfenyl, α-selenenyl, α-sulfinyl and α-seleninyl moieties and studies on nucleophilic addition

The selenenylation of racemic and optically active α-phosphoryl sulfoxides is a key step leading efficiently to α-phosphorylvinyl sulfoxides or α-phosphorylvinyl selenides depending on the reaction conditions. Oxidation of α-phosphorylvinyl selenides and subsequent thermolysis of selenoxides afford alkynylphosphonates. Studies of the stereochemical course of nucleophilic addition to α-phosphoryl sulfoxides show high facial stereoselectivity of the reaction, however, epimerisation at the α-carbon atom leads to mixtures of diastereomers. Graphical Abstract