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Thiol-Catalyzed Acyl Radical Cyclization of Alkenals

Kazuya Yoshikai, Tomoharu Hayama, Katsumi Nishimura, Ken-ichi Yamada and Kiyoshi Tomioka*

*Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan, Email: tomiokapharm.kyoto-u.ac.jp

K. Yoshikai, T. Hayama, K. Nishimura, K.-I. Yamada, K. Tomioka, J. Org. Chem., 2005, 70, 681-683.

DOI: 10.1021/jo048275a


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Abstract

tert-Dodecanthiol-catalyzed generation of acyl radicals and their intramolecular addition to double bonds gave 2-substituted five- and six-membered cyclic ketones in good yields.

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Key Words

Radical Cyclizations, Cyclopentanones, Cyclohexanones


ID: J42-Y2005-110