J. Morgan et al., ALPHA-ARYLATION OF KETONES BY ARYLLEAD TRIACETATES - EFFECT OF METHYLAND PHENYL SUBSTITUTION AT THE ALPHA-POSITION, Journal of the Chemical Society. Perkin transactions. I, (7), 1997, pp. 1005-1008
An examination of the alpha-arylation of a number of ketones and their
enolate salts by p-methoxyphenyllead triacetate provides further evid
ence for a very marked selectivity in the arylation reaction. It is fo
und that the reaction proceeds well at tertiary alpha-carbons and at s
econdary centres activated by the presence of a phenyl group, but fail
s where the secondary centre is unactivated and at primary alpha-carbo
ns.