Synthesis of N-sulfonyl aziridines through regioselective opening of epoxides under solid-liquid PTC conditions
作者:Domenico Albanese、Dario Landini、Michele Penso、Silvia Petricci
DOI:10.1016/s0040-4020(99)00214-8
日期:1999.5
The ring opening of epoxides 1 with 4-toluenesulfonamide (6) under solid-liquid phase transfer catalysis (SL-PTC) conditions afforded regioselectively β-sulfonamidoalcohols 7 in high yields. These were further converted into N-sulfonylaziridines 9 after activation of the hydroxy leaving group followed by ring closing in the presence of potassium carbonate.
在固体-液相转移催化(SL-PTC)条件下,环氧化物1与4-甲苯磺酰胺(6)的开环以高产率提供了区域选择性的β-磺酰胺基醇7。在羟基离去基团活化后,将它们进一步转化为N-磺酰基氮丙啶9,然后在碳酸钾存在下闭环。