Tetrahedron

The reaction of keto-stabilized sulphonium and arsonium ylides with α-chlorooximes: A new synthesis of Δ2-isoxazolines

P Bravo, G Gaudiano, PP Ponti, C Ticozzi

Index: Bravo,P. et al. Tetrahedron, 1972 , vol. 28, p. 3845 - 3854

Full Text: HTML

Citation Number: 15

Abstract

The reaction of α-chlorooximes or the isomeric nitrosochlorides with keto-stabilized dimethylsulphonium or triphenylarsonium ylides affords trans-5-acyl-Δ2-isoxazolines (VIIa- m) in good yields. The NOCI adducts of ethylpropenyl ether and ethylstyryl ether on reaction with dimethylsulphonium phenacylide lead directly to the corresponding 3-substituted-5- benzoylisoxazo] es. Dimethylsulphonium carbethoxymethylide on reaction with 2-chloro-2 ...