Synthesis,and characterization of a new series of sulfite and sulfate derivatives of d-Mannitol

In this work,synthesis and characterization of a series of d-mannitol derivatives with sulfite 2a-d and sulfate 3a-d moieties have been investigated. the method entails a two-step synthesis. the first step involves the sharpless-type reaction of diol 1a-d with socl2 in ch2cl2 in the presence of et3n to afford the intermediate sulfite derivatives 2a-d in good yield. the second step includes the oxidation reaction of the resulting intermediate in the presence of naio4 in a mixture of ccl4/ch3cn/h2o (3/3/2 ratio) in the presence of catalytic amount of rucl3·h2o to afford the desired sulfate moiety 3a-d in a moderate to high yield (66-96%). the structures of all newly synthesized compounds have been elucidated by 1h,13c nmr,gcms,and ir spectrometry. © 2013.