Stereospecificity in the carbopalladations of chiral allenes followed by intramolecular nucleophilic substitution reactions

2-Halophenyl derivatives bearing nucleophilic centers at the appropriate si tes reacted with chiral allenes under palladium-catalyzed reaction conditio ns, via carbopalladation followed by intramolecular nucleophilic substituti on, to give heterocycles or carbocycles by selecting nitrogen anions or car banions as nucleophiles, respectively. The stereospecificity in these conve rsions of chiral allenes into cyclic compounds was determined by HPLC analy sis with chiral column, and the mechanistic pathway in this transformation is rationalized on the basis of the stereochemistry of the similar intermol ecular reaction process which was already established by us.