由r-羰基-a,b-不飽和硫代酯衍生物合成a,b-不飽和-r-內酯化合物之研究

Abstract

順式r-羰基-a,b-不飽和硫代酯衍生物,可與硼氫化鈉,格林鈉試劑,三甲基 丙烯基矽烷,在低溫下反應,可得r-取代-a,b-不飽和內酯.另一方面反式r- 羰基-a,b-不飽和硫代酯衍生物,亦可與硼氫化鈉,格林鈉試劑,三甲基丙烯 基矽烷.在低溫下反應,亦可得a,b-不飽和硫代酯衍生物.順式r- ,b-不飽 和硫代酯衍生物,亦可在silica gel存在下,得到r-烯基取代-a,b-不飽和 內酯. Reaction of cis-r-oxo-a,b-unsaturated thioesters with sodiumdride, Grignard reagents, and allylsilanes at low temperature gave the r-substituted-a,b-butenolides. On the other hand, Reaction of the trans-r-oxo-a,b-unsaturated thioesters with sodium borohydride, Grignard reagents, and allylsilanes at low temperature gave the a,b-unsaturated thioesters. Reaction of the cis-r-oxo-a,b-unsaturated thioesters with silica gel gave the r-alkylidene-a,b- butenolides.