REGIOCONTROL BY ELECTRON WITHDRAWING GROUPS IN THE Rh-CATALYZED C-H INSERTION OF α-DIAZOKETONES

Article abstract of DOI:10.1016/S0040-4039(00)86038-4

It is possible to control the regiochemistry of the Rh-catalyzed insertion of α-diazoketones into C-H bonds by taking advantage of the greatly reduced rate of insertion into methylenes which are α or β to a carbonyl function.The 2-carboxyethyl group is especially useful for this purpose because it can be transformed eventually into a variety of other substituents.