Copper-Catalyzed Asymmetric Oxidative Desymmetrization of 2-Substituted 1,2,3-Triols
Kosuke Yamamoto, Yu Suganomata, Takumi Inoue, Masami Kuriyama, Yosuke Demizu and Osamu Onomura*
*Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan, Email: onomuranagasaki-u.ac.jp
K. Yamamoto, Y. Suganomata, T. Inoue, M. Kuriyama, Y. Demizu, O. Onomura, J. Org. Chem., 2022, 87, 6479-6491.
DOI: 10.1021/acs.joc.2c00398
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Abstract
A chiral bisoxazoline ligand/copper catalyst system mediates an asymmetric oxidative desymmetrization of readily accessible 2-(hetero)aryl- and alkyl-substituted glycerols with 1,3-dibromo-5,5-dimethylhydantoin and MeOH. The present transformation provides straightforward access toward various glycerate derivatives in good yields with high enantioselectivities.
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Key Words
ID: J42-Y2022