Dynamic chirality of (E)-5-cyclononen-1-one and its enolate.
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.
Institute for Materials Chemistry and Engineering, Kyushu University, Kasuga, Fukuoka 816-8580, Japan. ktomooka@cm.kyushu-u.ac.jp
Katsuhiko
K
Tomooka
Takayuki
T
Ezawa
Hiroko
H
Inoue
Kazuhiro
K
Uehara
Kazunobu
K
Igawa