Abstract

Claisen rearrangements of benzyl vinyl ethers are much less facile than those of aliphatic allyl vinyl ethers, and their synthetic utility has remained relatively unexplored. A one‐pot procedure is reported for the generation and Claisen rearrangement of benzyl vinyl ethers that contain an activating α‐alkoxy substituent on the vinyl group. A [3,3]‐sigmatropic mechanism was supported by trapping of the intermediate isotoluene in an intramolecular Alder–ene reaction.

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