A novel approach toward the synthesis of chiral 2,3-dideoxy nucleosides and their carbocyclic analogues

Article abstract of DOI:10.1021/jo00087a029

Photochemical ring-expansion of chiral 2(S),3(R)-bis [(benzoyloxy)methyl]cyclobutanone (3) in the presence of alcohols and acidic N-H functional groups gives anomeric mixtures of acetals and N-amino acetals, respectively, with retention of stereochemistry