2-(Acyloxy) ethylphosphonate analogues of prenyl pyrophosphates: synthesis and biological characterization

DM Cermak, DF Wiemer, K Lewis, RJ Hohl

文献索引：Cermak, Diana M.; Wiemer, David F.; Lewis, Kriste; Hohl, Raymond J. Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 12 p. 2729 - 2737

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被引用次数: 22

摘要

2-(Acyloxy) ethylphosphonate analogues of geranyl, farnesyl, and geranylgeranyl pyrophosphate have been prepared. Horner–Wadsworth–Emmons condensation of different terpene aldehydes with an unsymmetrical bisphosphonate was the key step in syntheses of the phosphonates bearing α, β-unsaturated acyloxy groups. After preparation of the respective phosphonic acids through reaction with TMSBr, both acids and esters were ...