Azasugar phosphonic acids

The technique has been extended to the bifunctional class of azasugar phosphonic acids, for example 99, by exploiting the tolerance of rabbit FruA for the bioisosteric phosphonate nucleophile 56 [231]. The resulting heterocycles are a minimum structural motif of glycosyltransferase transition-state analogs. In a strategy inverse of that employed for compound 99, FucA... 

M. Schuster, W.F. He, S. Blechert, Chemical-enzymatic synthesis of azasugar phosphonic acids as glycosyl phosphate surrogates, Tetrahedron Lett. 42 (2001) 2289-2291. 

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