Intramolecular Pd(0)- and Ni(0) catalyzed alkene allylations, coupled with ,&eliminations or methoxycarbonylations efficiently provide various carbo- and heterocycles in one synthetic operation. Particularly, the nickel(0) catalyzed reaction of acyclic allylic substrates proceeds in a clean 'em'-manner with excellent topological control of pre-existing over developing stereogenic centers. Cyclic allyl precursors undergo exclusive 'endo'-cyclizations permitting simple and selective cis- or trans-annulation processes via an almost 100% stereospecific C- 0 → C-Pd or C-Ni → C-C chirality transfer. Analogous chirality transfer was also observed starting from enantiomerically pure (E)- and (Z)- 4-acetoxy-6-aza-2,8-nonadienes.