Chiral enol ethers in carbohydrate chemistry: De novo synthesis of protected L-2-deoxy hexoses

Article abstract of DOI:10.1016/0040-4039(96)00769-1

(3,4,6)Tri- and (3,4)-di-O-benzyl-2-deoxy-L-glucose 8 and 12 have been de novo synthesized in a convergent seven-step sequence involving asymmetric endo heterocycloaddition of the new heterodiene, methyl (E)-benzyloxymethylene pyruvate 2b with the O-vinyl mandelic ester (R)-(-)-3.