Chemistry Letters, Vol.33, No.2, 108-109, 2004
Binary regiocontrol in the reaction between pentadienyltin and imines by Lewis acids and N-substituents
Binary regiocontrolled pentadienylation of imines with a pentadienyltin reagent was achieved. While N-phenyl imines afforded epsilon-adducts (1,3-dienes) exclusively under Lewis acidic conditions, the combination of N-tosyl imines and indium or zinc chloride as a Lewis acid gave gamma-adducts (1,4-dienes) preferentially.