Abstract
We have examined whether the allyl halide cross-metathesis reaction tolerates α-alkoxy amide groups. Ruthenium-based catalysts I– III did not catalyze the cross-metathesis of allyl halides in the presence of an α-alkoxy N, N-dimethylamide group to any appreciable extent, but the reaction could tolerate either a bulky N, N-diisopropylamide or Weinreb amide group. In particular, the Grubbs–Hoveyda–Blechert 2nd generation catalyst ( III) efficiently catalyzed the cross-metathesis of allyl halides with olefins bearing a Weinreb amide group.
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