Tris(pentafluorophenyl)silyl Triflate: Synthesis and Silylation of Carbonyl Compounds
作者:Vitalij�V. Levin、Alexander�D. Dilman、Pavel�A. Belyakov、Alexander�A. Korlyukov、Marina�I. Struchkova、Vladimir�A. Tartakovsky
DOI:10.1002/ejoc.200400552
日期:2004.12
Tris(pentafluorophenyl)silyl triflate (1) was prepared by protodesilylation of phenyl-, allyl-, and isopropenyloxytris(pentafluorophenyl)silyl derivatives and characterized by X-ray crystallography. This reagent was employed for the silylation of carbonyl compounds. Aldehydes and ketones afforded the corresponding silyl enol ethers in good yields, while silylation of esters and lactones was dependent
三(五氟苯基)甲硅烷基三氟甲磺酸酯 (1) 是通过苯基-、烯丙基-和异丙烯氧基三(五氟苯基)甲硅烷基衍生物的原脱甲硅烷基化制备的,并通过 X 射线晶体学表征。该试剂用于羰基化合物的甲硅烷基化。醛和酮以良好的产率提供相应的甲硅烷基烯醇醚,而酯和内酯的甲硅烷基化取决于反应条件和底物。提出了一种解释观察到的现象的机制。还介绍了 1 和三氟甲磺酸三甲基甲硅烷基酯的相对反应性研究。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)