Convenient enantiopure synthesis of (2S,3R)-2-O-benzyl-3,4-O-isopropylidene-D-erythritol from D-(+)-glucono-delta-lactone: A potential C-4 chiral building block

摘要

A new convenient synthesis of (2S,3R)-2-O-benzyl-3,4-O-isopropylidene-D-erythritol has been achieved starting from extremely cheap and commercially available D-(+)-glucono-delta-lactone. It involves two carbon excisions using ozonolysis. The inbuilt stereochemistry ensures the enantiopurity of the target compound.