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. Author manuscript; available in PMC: 2014 Dec 20.
Published in final edited form as: Org Lett. 2013 Nov 14;15(24):10.1021/ol403017e. doi: 10.1021/ol403017e

Scheme 1.

Scheme 1

Synthesis of Secondary Allylic Fluoridesa

aVinyldiazoacetate (0.4 mmol, 1.0 equiv), silver catalyst (10 mol %), triethylamine trihydrogen fluoride (322 mg, 5.0 equiv), under refluxing in dichloromethane. bNMR yield using dibromomethane as internal standard due to product decomposition upon silica gel chromatography. c20 mol% AgOTf and 10 equiv. of Et3N-3HF.