Vv. Yanilkin et al., ELECTROCHEMICAL CARBONYLATION OF 2,2-DIBROMO-1-CARBOMETHOXY-1-METHYLCYCLOPROPANE, Russian chemical bulletin, 45(3), 1996, pp. 620-622
Direct and indirect electrochemical reductive carbonylation of 2,2-dib
romo-1-carbomethoxy-1-methylcyclopropane involving Ni-II ions and CO w
as studied in an MeCN-benzene (3:1) mixture in the presence of n-PrOH
and Et(2)NH. 2-Bromo-1-carbmethoxy-1-methylcyclopropane with cis-confi
guration of substituents is formed upon direct carbonylation in the ca
se of n-propanol, while ester or amide of 1-carbomethoxy-1-methylcyclo
propanecartboxylic acid are obtained in the other cases. in the presen
ce of amine, the direct electrochemical carbonylation occur; under mil
der conditions and results in a different ratio of stereoisomeric prod
ucts.