Abstract

RCH:CHCl (R = Ph, o-, m-, and p-MeC6H4, 2,4,6-Me3C6H2, PhCH2, PhCH:CH, PhC.tplbond.C, a-furyl, etc.) reacted with PhLi to give RC.tplbond.CLi with the intermediate formation of RCH:CLiCl. cis- RCH:CHCl was less reactive than trans-RCH:CHCl due to steric effects. The rate of the reaction between RCH:CHCl and PhLi was lower for electron-rich R, as compared to electron-poor R. [on SciFinder (R)]

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