Ferrier Rearrangement - Examples

Examples

Lewis acid Alcohol Conditions Results
InCl3 methanol in dichloromethane α:β = 7:1
dioxane water heating 75% yield
SnCl4 methanol in dichloromethane, –78 °C, 10 min 83% yield, α:β = 86:14
BF3·O(C2H5)2 isopropanol in dichloromethane, RT, 24 hr 95% yield
ZnCl2 ethanol in toluene, RT, 30–60 min 65–95% yield, α:β = 89:11
BF3·O(C2H5)2 benzyl alcohol in dichloromethane, –20 °C to RT, 1 hr 98% yield

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