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

RH Furneaux, G Limberg, PC Tyler, VL Schramm

Index: Furneaux, Richard H.; Limberg, Gerrit; Tyler, Peter C.; Schramm, Vern L. Tetrahedron, 1997 , vol. 53, # 8 p. 2915 - 2930

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Citation Number: 78

Abstract

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 the condensation of aryllithium or aryl Grignard reagents with the imine 3; derived from the protected 1, 4-dideoxy-1, 4-imino-d-ribitol 4.