Tetrahedron

Reaction d'elimination-1, 3: Aciton du n-butyl lithium sur les iodométhyl-2 tosyloxy-1 cyclohexanes (ènes) cis et trans. Stéréochimie et mécanisme

H Blancou, E Casadevall

Index: Blancou,H.; Casadevall,E. Tetrahedron, 1976 , vol. 32, p. 2907 - 2913

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Citation Number: 9

Abstract

The reaction of cis and rans 2-iodomethyl 1-tosyloxycyclohexanes and 4-enes with nBuLi was studied and found to be stereospecific, the products being respectively bicyclo (4.1. 0) hexane (ene) cis and methylene cyclohexane (ène). A parallel is drawn between this reaction and alkaline deshydrohalogenation of cyclic 1, 2-halohydrins; a reaction pathway is proposed.