Tetrahedron Letters

Phosphonic derivatives of carbohydrates: chemoenzymatic synthesis

G Guanti, L Banfi, MT Zannetti

Index: Guanti, Giuseppe; Banfi, Luca; Zannetti, Maria Teresa Tetrahedron Letters, 2000 , vol. 41, # 17 p. 3181 - 3185

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Citation Number: 28

Abstract

A series of homologous racemic β-hydroxyaldehydes bearing a phosphonate group in the ω- position were synthesised and allowed to react with dihydroxyacetone phosphate (DHAP) via an enzymatic aldol addition catalysed by fructose 1, 6-bisphosphate aldolase (FruA). After enzymatic dephosphorylation, a set of unnatural ω-phosphonic deoxysugars was obtained.

~99%

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