A is a process in which a functional group transiently binds a reagent and delivers it to a second functionality within the molecule. High levels of regio- and stereocontrol often result from the multiple contact points that are established between the reacting partners in the transition structure. Recent examples of directed hydrogenation and ketone reduction serve to illustrate this point.2 Although a number of reactions have been shown to be directable, no general approach to effecting a directed olefin hydroboration with BH3 or alkylboranes has been rep~rted.~,~ The lack of success in this area may well arise from constraints inherent to the uncatalyzed hydroboration proce~s.~ The discovery of a rhodium-catalyzed variant by Mannig and Noth6 revived the prospects for the development of a directable olefin hydroboration. Indeed, we reported in 1988 that phospinites are capable of delivering the rhodium-mediated reaction (eq 1);7 however, because stoichiometric quantities of Rh(PPhJ3C1 are required, this method fell short of accomplishing our goal of developing a catalytic directed hydroboration. In this communication we report that amides effectively direct the [Ir(c~d)(PCy,)(py)]PF~~~-catalyzed hydroboration of olefins with catecholborane (CB), an observation that represents a fulfillment of our original objective.