Synthesis and structure of novel glycoside and nucleoside derivatives of phospha sugar analogs

The synthesis and structure of novel glycoside and nucleoside derivatives o f phospha sugar analogs from phospholenes are reported. 1-Phenyl-2-phosphol ene I-oxide was regio-and diastereo-selectively converted into a 2-bromo-3- hydroxyphospholane derivative by an action of bromine in aqueous media. The reaction of the 2-bromophospholane derivative with some amines afforded 2- amino derivatives, which were N-glycosides of phospha sugar analogs. The 2- bromophospholane derivative was also converted into the corresponding azido derivative by the replacement of the 2-bromo substituent with sodium azide , 1,3-Diploar cycloaddition of the azido derivative with alkynes afforded p hospha sugar nucleoside analogs which have a triazole ring as a nitrogen he terocycle.