Synthesis of transition state inhibitors for N-riboside hydrolases and transferases

Article abstract of DOI:10.1016/S0040-4020(96)01172-6

A number of 1,4-dideoxy-1,4-imino-1-(S)-(substituted phenyl)-D-ribitols bearing aromatic OH, NH₂, NO₂, CO₂H and halogeno moieties, and a 3-pyridyl analogue have been synthesized. The key step is die condensation of aryllithium or aryl Grignard reagents with the imine 3; derived from the protected 1,4-dideoxy-1,4-imino-D-ribitol 4.