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Reaction of Corey Ylide with α,β-Unsaturated Ketones: Tuning of Chemoselectivity toward Dihydrofuran Synthesis

Alexey O. Chagarovsky, Ekaterina M. Budynina*, Olga A. Ivanova, Elena V. Villemson, Victor B. Rybakov, Igor V. Trushkov and Mikhail Ya. Melnikov

*Department of Chemistry, M.V. Lomonosov Moscow State University, Leninskie gory 1-3, Moscow 119991, Russia, Email: ekatbudkinet.chem.msu.ru

A. O. Chagarovsky, E. M. Budynina, O. A. Ivanova, E. V. Villemson, V. B. Rybakov, I. V. Trushkov, M. Y. Melnikov, Org. Lett., 2014, 16, 2830-2833.

DOI: 10.1021/ol500877c (free Supporting Information)


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Abstract

The reaction between Corey ylide and α,β-unsaturated ketones enables a straightforward, efficient, and reliable synthesis of valuable 2,3-dihydrofurans. The reaction offers use of simple and commercially available starting materials, mild reaction conditions, and scalability.

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Key Words

dihydrofurans


ID: J54-Y2014