Tetrahedron letters

Convenient procedure of Horner–Wadsworth–Emmons olefination for the synthesis of simple and functionalized α, β-unsaturated nitriles

A Lattanzi, LR Orelli, P Barone, A Massa, P Iannece…

Index: Lattanzi, Alessandra; Orelli, Liliana R.; Barone, Patrizia; Massa, Antonio; Iannece, Patrizia; Scettri, Arrigo Tetrahedron Letters, 2003 , vol. 44, # 7 p. 1333 - 1337

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Citation Number: 26

Abstract

A mild and practical procedure of Horner–Wadsworth–Emmons olefination promoted by lithium hydroxide and α-cyano phosphonates has been set up for the synthesis of α, β- unsaturated nitriles. The reaction conditions are tolerated by functionalized ketones and the exclusive formation of E-γ-hydroxy α, β-unsaturated nitriles has been observed.