Desymmetrization of unsaturated meso- 1,2-diols via an intramolecular haloetherification of ene acetals: A remarkable kinetic control

Article abstract of DOI:10.1016/S0040-4039(98)01566-4

Haloetherification reaction of the chiral ene acetals derived from unsaturated meso-1,2-diols and chiral non-racemic norbornene aldehyde proceeded in an intramolecular manner with an unexpectedly high kinetic control. This method has been successfully employed for the desymmetrization of unsaturated meso-1,2-diols leading to their optically pure derivatives.