| Popis: |
The stereochemistry of the electroreduction of the two geometrical isomers of methyl 1-bromocyclopropane 1,2-dicarboxylate has been investigated: - for the trans isomer, electrolysis carried out in the presence of NH4+ ions give rise to a 90% retention ratio while 90% of inversion is attained when Bu4N+ cations are present. - preferential inversion of configuration always occurs for the reduction of the cis isomer and stereospecificity (i.e. 100% inversion) is achieved in the presence of Bu4N+ cations. These results are compared with those observed in the study of electroreduction of cis methyl 1-bromo 2-methoxymethyl cyclopropane 1,2-dicarboxylate. |
