Copper-mediated and -catalyzed o-DPPB-directed allylic substitution

Complete control of chemo-, regio- and stereoselectivity in the course of c opper-catalyzed and -mediated allylic substitution could be obtained with t he ortho-diphenylphosphanyl (o-DPPB) function as a reagent-directing leavin g group. Complete chirality transfer by way of a syn-addition process has b een achieved for cyclic and acyclic systems. Readily available Grignard rea gents may be employed as nucleophiles and the directing o-DPPB group can be recovered quantitatively. The reaction requires neither cooling nor an exc ess of organometallic reagent.