A Convenient and Versatile Route for the Stereoselective Synthesis of Monosaccharides via Key Chiral Synthons Prepared from Achiral Sources

Three types of sugars, 6-deoxy-L-tallose,4-C-methyl-D-ribose, and D-ribose were synthesized from both achiral starting materials, α,β-unsaturated aldehydes and silyl enol ethers of α-benzyloxy thioesters, by successive asymmetric aldol and vicinal dihydroxylation reactions.