General asymmetric hydrogenation of alpha-branched aromatic ketones catalyzed by TolBINAP/DMAPEN-ruthenium(II) complex |
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Authors: | Arai Noriyoshi Ooka Hirohito Azuma Keita Yabuuchi Toshio Kurono Nobuhito Inoue Tsutomu Ohkuma Takeshi |
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Institution: | Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan. |
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Abstract: | reaction: see text] A catalyst system consisting of RuCl2(S)-tolbinap](R)-dmapen] and t-C4H9OK in 2-propanol effects asymmetric hydrogenation of arylglyoxal dialkylacetals to give the alpha-hydroxy acetals in up to 98% ee. Hydrogenation of racemic alpha-amidopropiophenones under dynamic kinetic resolution predominantly gives the syn alcohols in up to 99% ee and >98% de, while the reaction of racemic bezoin methyl ether gives the anti alcohols in excellent stereoselectivity. |
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