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Highly Regioselective Tin-Mediated Ring-Opening of 2,3-Epoxy Alcohol Derivatives With Trimethylsilyl Halide
31 December 2000 (online)
The oxirane ring of 2,3-epoxy alcohol derivatives are shown to be cleaved regioselectively at C3-O to give O-acetylated vicinal halohydrins when reacted with trimethylsilyl halide in the presence of tin(II) halide as a catalyst followed by treatment with acetyl halide.
ring-opening - 2,3-epoxy alcohol - regioselective tin(II) halide - trimethylsilyl halide