Dearomatization of benzopyrylium triflates with sulfoxonium ylides
Literature Information
Alexandria N. Leveille, Marissa M. Allegrezza, Kalen Laybourn, Anita E. Mattson
Benzopyrylium triflates react with sulfoxonium ylides to give rise to cyclopropanated products in up to 90% yield as a single diastereomer. The cyclopropanated products can easily undergo acid-mediated ring-expansion to afford benzo[b]oxepines. Control over the absolute stereochemistry of the process is possible when the reaction is executed under the influence of a suitable anion-binding catalyst.
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