Abstract: | The reaction of 2-acetyloxiranes with alkyl thiocyanates in the presence of Lewis acids (BF3, AlCl3) has given 2-alkylthio-5-acetyl-2-oxazolines (yields 40–60%). It has been shown that the reaction of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-3-methyloxirane and of trans-2-acetyl-2,3-dimethyloxirane with alkyl thiocyanates takes place stereospecifically and leads to cis-2-alkylthio-5-acetyl-2-oxazolines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 468–471, April, 1980. |