(2S, 3S, 5S)- and (2S, 3S, 5R)-5-carboxaldehyde-2,3-diphenyl-1,4-dioxane as surrogates for optically pure 2,3-O-isopropylideneglyceraldehyde in asymmetric synthesis

Article abstract of DOI:10.1016/S0040-4020(01)92276-8

The title compounds were prepared from threo-hydrobenzoin, either enantiomer of which is readily available from trans-stilbene using the Sharpless asymmetric dihydroxylation reaction. Several organometallic reagents were added to the aldehydes and the res