Issue 90, 2022

Dearomatization of benzopyrylium triflates with sulfoxonium ylides

Abstract

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.

Graphical abstract: Dearomatization of benzopyrylium triflates with sulfoxonium ylides

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
11 avr. 2022
Accepted
27 sept. 2022
First published
27 sept. 2022

Chem. Commun., 2022,58, 12600-12603

Dearomatization of benzopyrylium triflates with sulfoxonium ylides

A. N. Leveille, M. M. Allegrezza, K. Laybourn and A. E. Mattson, Chem. Commun., 2022, 58, 12600 DOI: 10.1039/D2CC02023H

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