NOVEL SYNTHETIC EQUIVALENTS OF DIFFERENTIALLY PROTECTED TARTARIC ALDEHYDES. A SIMPLE ROUTE TO USEFUL C-4 CHIRAL SYNTHONS.

Article abstract of DOI:10.1016/S0040-4039(00)82295-9

The synthesis of 4-acetoxy-3-O-benzyl-1,2-O-isopropylidene aldotetroses from D-glucose is reported.These synthetic equivalents of tartaric aldehydes are chemoselectively reduced at the acetoxylated center leading to a series of useful differentially protected C-4 chiral synthons.