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■ Facile Access to Highly-Substituted Dihydrofurans Using Resonated Vinylpentanedione Radicals Generated by Mn(III)-Based Oxidation

Sousuke Oka, Shintaro Hashimoto, Kazuki Hisano, and Hiroshi Nishino*

*Department of Chemistry, Graduate School of Science, Kumamoto University, Kurokami 2-39-1, Chûou-Ku, Kumamoto 860-8555

Abstract

Useful and easy access to highly-substituted dihydrofurans, which convert into various acetals, was established using the common Mn(III) oxidation. The key point is to use resonated vinylpentanedione radicals that cyclize to produce the desired acetoxydihydrofurans which are transformed into the hemiacetals and acetals in good yields under very mild conditions.