Tin-Free Radical Addition of Acyloxymethyl to Imines
Ken-ichi Yamada, Mayu Nakano, Masaru Maekawa, Tito Akindele and Kiyoshi Tomioka
*Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan, Email: tomiokapharm.kyoto-u.ac.jp
K.-i. Yamada, M. Nakano, M. Maekawa, T. Akindele, K. Tomioka, Org. Lett., 2008, 10, 3805-3808.
DOI: 10.1021/ol8014978
Abstract
Acyloxymethyl radicals, that add to imines, were generated from the corresponding iodomethyl esters by the action of dimethylzinc or triethylborane. A facile hydrolysis of the acyloxy moiety of the adducts gave the corresponding amino alcohols in good yield.
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Key Words
1,2-amino alcohols, radical reactions, pivalates, benzoates
ID: J54-Y2008-2370