A range of ferrocenyl sulfides are synthesized and screened. Among them l-a-methysulphoferrocenyl ethyl acetate and l-a-methysulphoferrocenyl alcohol are found to be unexpected catalysts, which is first reported media...A range of ferrocenyl sulfides are synthesized and screened. Among them l-a-methysulphoferrocenyl ethyl acetate and l-a-methysulphoferrocenyl alcohol are found to be unexpected catalysts, which is first reported mediating in sulfur ylide epoxidation reactions, furnishing a novel approach for highly stereoselective synthesis of oxiranes with 98%-100% trans-isomer. The protocol also has excellent yield, convenient workup and recycled starting material. The reason of high trans-selectivity is due to the bulky ferrocenyl sulfide group, which stabilizes the intermediates and determines the trans priority. A possible catalytic mechanism is also proposed.展开更多
Di-O-acetyl sucrose was regioselective synthesized by using dibutyltin oxide in about 60% yield. The structure of acetyl derivative was elucidated by 1H NMR, 13C NMR, 2D-NMR and MS spectral data.
基金Project supported by the National Natural Science Foundation of China (No. 29972036) and the Postdoctoral Science Foundation of China (No. 2003033537)
文摘A range of ferrocenyl sulfides are synthesized and screened. Among them l-a-methysulphoferrocenyl ethyl acetate and l-a-methysulphoferrocenyl alcohol are found to be unexpected catalysts, which is first reported mediating in sulfur ylide epoxidation reactions, furnishing a novel approach for highly stereoselective synthesis of oxiranes with 98%-100% trans-isomer. The protocol also has excellent yield, convenient workup and recycled starting material. The reason of high trans-selectivity is due to the bulky ferrocenyl sulfide group, which stabilizes the intermediates and determines the trans priority. A possible catalytic mechanism is also proposed.
文摘Di-O-acetyl sucrose was regioselective synthesized by using dibutyltin oxide in about 60% yield. The structure of acetyl derivative was elucidated by 1H NMR, 13C NMR, 2D-NMR and MS spectral data.
