Asymmetric Catalytic Cycloetherification Mediated by Bifunctional Organocatalysts
Keisuke Asano and Seijiro Matsubara*
*Department of Material Chemistry, Graduate School of
Engineering, Kyoto University, Kyotodaigaku-Katsura, Nishikyo, Kyoto 615-8510,
Japan, Email: matsubar
orgrxn.mbox.media.kyoto-u.ac.jp
K. Asano, S. Matsubara, J. Am. Chem. Soc., 2011, 133, 16711-16713.
DOI: 10.1021/ja207322d
Abstract
Cinchona-alkaloid-thiourea-based bifunctional organocatalysts enable a straightforward asymmetric cycloetherification of ε-hydroxy-α,β-unsaturated ketones for the synthesis of tetrahydrofuran rings. This catalytic process represents a highly practical cycloetherification method that provides excellent enantioselectivities, even with low catalyst loadings at ambient temperature.
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Key Words
Tetrahydrofurans, Organocatalysis
ID: J48-Y2011-3030
