The Chemistry of L-Ascorbic and D-Isoascorbic Acids. 2. R and S Glyceraldehydes from a Common Intermediate

Article abstract of DOI:10.1021/jo00261a004

(R)- and (S)-glyceraldehyde and glycerol derivatives have been prepared from (2R,3S)-1,2-O-isopropylidenebutane-1,2,3,4-tetrol. (2R,3S)- and (2S,3S)-1,2-O-benzylidenebutane-1,2,3,4-tetrol have been prepared and cleaved to give (R)- and (S)-1,2-O-benzylideneglyceraldehydes and -glycerols.The conservation of chirality and conversion to PAF analogues are also demonstrated.