Synthesis of fluorinated allylic amines: Reaction of 2-(trimethylsilyl) ethyl sulfones and sulfoxides with fluorinated imines

…, C del Pozo, J Bueno, JF Sanz-Cervera

Index: Fustero, Santos; Flores, Sonia; Cunat, Ana C.; Jimenez, Diego; del Pozo, Carlos; Bueno, Jorge; Sanz-Cervera, Juan F. Journal of Fluorine Chemistry, 2007 , vol. 128, # 10 p. 1248 - 1254

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Citation Number: 6

Abstract

A new synthesis of fluorinated allylamines through the reaction of 2-(trimethylsilyl) ethyl sulfones and sulfoxides (as vinyl anion equivalents) with imines and imino esters has been described. The process includes a TBAF-mediated fragmentation of 2-(trimethylsilyl) ethyl sulfones to afford the desired allylic amines. When the reaction is performed with the corresponding sulfoxides, the fragmentation takes place under the addition conditions, ...