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Facile Two-Step Synthesis of Methyl Bis(2,2,2-trifluoroethyl)phosphonoacetate by Exploiting Garegg–Samuelsson Reaction Conditions
Synlett ( IF 2 ) Pub Date : 2018-04-13 , DOI: 10.1055/s-0036-1591566
Shigeki Sano 1 , Tomoya Matsumoto 1 , Munehisa Toguchi 1 , Michiyasu Nakao 1
Affiliation  

A facile two-step synthesis of methyl bis(2,2,2-trifluoroethyl)phosphonoacetate (Still–Gennari reagent) has been developed by exploiting Garegg–Samuelsson reaction conditions. Starting from trimethyl phosphonoacetate, Still–Gennari reagent was prepared in 94% yield via methyl 2-{bis[(trimethylsilyl)oxy]phosphoryl}acetate intermediate. This synthetic procedure was also used to prepare some kinds of Horner–Wadsworth–Emmons reagents and related compounds.

中文翻译:

利用 Garegg-Samuelsson 反应条件轻松两步合成双(2,2,2-三氟乙基)膦酰基乙酸甲酯

利用 Garegg-Samuelsson 反应条件开发了一种简便的双(2,2,2-三氟乙基)膦酰基乙酸甲酯(Still-Gennari 试剂)的两步合成方法。从膦酰基乙酸三甲酯开始,通过 2-{双[(三甲基甲硅烷基)氧基]磷酰基}乙酸甲酯中间体,以 94% 的产率制备了 Still-Gennari 试剂。该合成程序还用于制备某些类型的 Horner-Wadsworth-Emmons 试剂和相关化合物。
更新日期:2018-04-13
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