Tetrahedron letters

SmI 2-mediated reactions of diethyl iodomethylphosphonate with esters and lactones: a highly stereoselective synthesis of a precursor of the C-glycosyl analogue of …

F Orsini, A Caselli

文献索引：Orsini, Fulvia; Caselli, Alessandro Tetrahedron Letters, 2002 , vol. 43, # 40 p. 7259 - 7261

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被引用次数: 12

摘要

In the presence of samarium iodide diethyl iodomethylphosphonate reacts with esters to afford β-ketophosphonates. The protocol has been applied to sugar lactones to afford in fairly good yields intermediates that are useful precursors for a variety of potentially bioactive compounds, such as the C-glycosyl analogue of thymidine 5′-(β-l-rhamnosyl) diphosphate.