89264-94-8

Upstream product

• 89264-93-7 (E)-4-(Diethoxyphosphoryl)-4-(dimethylamino)-3-methyl-1-phenyl-3-buten-1-ol 
• 63746-73-6 1-(Diethoxyphosphoryl)-N,N,2-trimethyl-1-propen-1-amin 
• 100-52-7 benzaldehyde 
• 89264-65-3 1-(Diethoxyphosphoryl)-1-(dimethylamino)-2-methylpropan 

Relevant academic research and scientific papers

3-Metalated Enamines, X. Formation and Reactivity of 1-(Diethoxphosphoryl)-1-(dimethylamino)allyl Anions

1-Phosphorylenamines 8 and 10 react regio- and stereoselectively after deprotonation as anions 8A and 10A with silylating and alkylating reagents to give homologous (E)-1-phosphorylenamines 13, 15, 19-32.These can be hydrolyzed to give the corresponding carboxylic acids alkylated at C-3.Deprotonation of 10 occurs always on the methyl group cis to the phosphoryl group.The primarily formed anion isomerizes rapidly about the C-1 - C-2 bond.The highly regio- and stereoselective deprotonation allows the controlled introduction of up to three different alkyl groups.The results of NMR spectroscopic investigations of 8A and 10A are discussed.