Dramatic reversal of enantioselectivity in β-aminoalcohol-catalyzed addition of diethylzinc to aldehydes

Article abstract of DOI:10.1016/S0040-4039(00)79836-4

β-Aminoalcohols sterically constrained by a dibenzobicyclo[2.2.2] ring system serve well as chiral catalysts in highly enantioselective additions of diethylzinc to aldehydes (up to 98% e.e.). A dramatic reversal of the enantioselectivity is observed when