Dynamic chirality of (E)-5-cyclononen-1-one and its enolate |
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| Authors: | Tomooka Katsuhiko Ezawa Takayuki Inoue Hiroko Uehara Kazuhiro Igawa Kazunobu |
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| Affiliation: | Institute for Materials Chemistry and Engineering, Kyushu University, Kasuga, Fukuoka 816-8580, Japan. ktomooka@cm.kyushu-u.ac.jp |
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| Abstract: | ![]()
It has been found that (E)-5-cyclononen-1-one (2a) exhibits marginal planar chirality owing to an insufficient topological constraint, whereas the enolates 3 derived from 2a show robust planar chirality. Enantioenriched enolates are easily prepared by enzymatic hydrolysis, and they show an ability to serve as chiral nucleophiles. |
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