Synthesis of analogs of farnesyl diphosphate
Synthesis of analogs of farnesyl diphosphate
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DOI：
10.1016/0040-4020(95)00909-r
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发表时间：
1996-01-01
期刊：
影响因子：
2.1
通讯作者：
Poulter, CD
中科院分区：
文献类型：
--
作者：
Dolence, JM;Poulter, CD
报道了C3取代的法尼基二磷酸(FPP)类似物的合成。通过适当取代的乙酰乙酸酯与香叶基溴化物进行烷基化，然后脱羧制得氟化酮，再经Wittig缩合得到法尼基骨架，合成了一、二和三氟甲基FPP衍生物。用类似的序列合成了13-脱甲基FPP。
Syntheses of analogs of farnesyl diphosphate (FPP) bearing substitutions at C3 are described The mono-, di-, and trifluoromethylFPP derivatives were prepared by alkylation of appropriately substituted acetoacetates with geranyl bromide, followed by decarboxylation to obtain fluorinated ketones and a Wittig condensation to give the farnesyl skeleton. A similar sequence was used to synthesize 13-desmethylFPP.