89264-92-6Relevant articles and documents
3-Metalated Enamines, X. Formation and Reactivity of 1-(Diethoxphosphoryl)-1-(dimethylamino)allyl Anions
Ahlbrecht, Hubertus,Farnung, Winfried
, p. 1 - 22 (2007/10/02)
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.