The synthesis of olefins from O, O'-dialkyl β-lithioalkylphosphonothioate esters

EJ Corey, GT Kwiatkowski

Index: Corey,E.J.; Kwiatkowski,G.T. Journal of the American Chemical Society, 1966 , vol. 88, p. 5654 - 5656

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Citation Number: 153

Abstract

(4) For example, the anion of 2, X= H, in tetrahydrofuran was heated to-60'in the presence of potassium &butoxide, tertiary amines, dimethylformamide, dimethyl sulfoxide, hexamethylphosphoramide, or lithium chloride, and, at best, only a 30% yield of 1, l- diphenylethylene was obtained, together with benzophenone, unsaturated phosphonate, and acidic materials. The slowness of elimination from the anion of 2, X= H, relative to 2, X ...