Stereochemistry of the asymmetric carbopalladation of allenes followed by nucleophilic substitution reactions with carbo- and aminonucleophiles.

Abstract

The stereochemistry of the asymmetric palladium-catalyzed reaction of allenes with iodobenzene followed by nucleophilic substitution reaction with sodium malonate and N-methylbenzylamine is described. On the basis of the absolute configuration of the product and the stereochemical result of a similar reaction of a chiral allene, the mechanism of the above asymmetric reactions is discussed.