Regioselectivity in organo-transition-metal chemistry. A remarkable steric effect in π-allyl palladium chemistry
Abstract
The regioselectivity of the palladium catalysed allylic substitution by several representative nucleophiles was found to be highly dependent on very small steric differences that exist at the two ends of the allylic system: attack by stabilized nucleophiles occurred at the less hindered position while PhZnCl led to substitution at the more hindered position.