Synthesis of KDO and analogues from a novel mannose-derived precursor

The application of the readily available 1-thio-1,2-O-isopropylidene acetal (TIA) 6 (four steps from d-mannose) to the synthesis of analogues of KDO is illustrated by the preparation of KDO 1, 1-deoxy-β-KDO 2 and the β-C-KDO glycoside 3.