Author/Authors :
Costanzi، نويسنده , , Stefano and Rouse، نويسنده , , Sean P.N. and Vanbaelinghem، نويسنده , , Laurence and Prior، نويسنده , , Timothy J. and Ewing، نويسنده , , David F. and Boa، نويسنده , , Andrew N. and Mackenzie، نويسنده , , Grahame، نويسنده ,
Abstract :
An efficient route is described to an unusual exocyclic 4-β-d-ribofuranosyl-aminoimidazole nucleoside, related 4-N-benzylaminoimidazoles and imidazole analogues of precursors in the de novo biosynthesis of purines, via a regiospecific and stereoselective base-catalysed Dimroth-type rearrangement of 1-ribofuranosyl and 1-benzyl-5-aminoimidazoles. Use of a 15N labelled precursor showed the unequivocal endo- to exocyclic translocation of the nitrogen atom during the rearrangement.
