Evidence for a nucleophilic anti-attack on the cleaved C(2)-oxygen bond in Cl2AlH-catalyzed ring-opening of 2-substituted 1,3-dioxolanes

Reductive ring-opening of both syn- and anti-dioxolanes gives rise to the same stereochemical outcome using either TiCl4/Et3SiD or Cl2AlD as a reagent.