Synthesis of olefins from carbonyl compounds and phosphonic acid bis amides

EJ Corey, GT Kwiatkowski

Index: Corey,E.J.; Kwiatkowski,G.T. Journal of the American Chemical Society, 1968 , vol. 90, p. 6816 - 6821

Full Text: HTML

Citation Number: 47

Abstract

Abstract: The reaction of a-lithio phosphonamide derivatives with aldehydes and ketones affords P-hydroxy phosphonamides by carbonyl addition in excellent yields. Thermal decomposition of these adducts in benzene or tolu-ene solution at reflux leads to olefins by elimination of the elements of the corresponding phosphoric acid amide. &Hydroxy phosphonamides can also be synthesized by reduction of@-keto phosphonamides, which ...