Recently, we have developed allylic C-H trifluoroacetoxylation of substituted alkenes using Pd(II) catalyst and PhI(OCOCF3)2   as both oxidant and acyloxy source. This reaction represents one of the few examples of stereoselective intermolecular C-H functionalization and first example of C-H trifluoroacetoxylation. Trifluoroacetoxylation of mono-substituted cyclopentenes and cylohexenes gives a single diastereomer (anti) and predominantly 1,4-regioisomer.                                             

Stereoselective intermolecular allylic C-H trifluoroacetoxylation  of functionalized alkenes

244th National Meeting (2012)

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