475040-44-9

Upstream product

• 274677-01-9 β-(N-p-toluenesulfonyloxyimino)butyldiphenylphosphine oxide 
• 274677-02-0 2-diphenylphosphinoyl-3-ethyl-2H-azirine 
• 67-56-1 methanol 
• 475040-43-8 N-[1-(diphenylphosphinoyl)-2-oxobutyl]malonamic acid 

Relevant academic research and scientific papers

Asymmetric synthesis of 2H-azirines derived from phosphine oxides using solid-supported amines. Ring opening of azirines with carboxylic acids

A simple and efficient asymmetric synthesis of 2H-azirine-2-phosphine oxides 3 is described. The key step is a solid-phase bound achiral or chiral amine-mediated Neber reaction of β-ketoxime tosylates derived from phosphine oxides 1. Reaction of 2H-azirines 3 and 11 with carboxylic acids 4 gives phosphorylated ketamides 5 and 12. Ring closure of ketamides 5 and 12 with triphenylphosphine and hexachloroethane in the presence of triethylamine leads to the formation of phosphorylated oxazoles 8 and 13.