Dynamic Chirality of (E)-5-Cyclononen-1-one and its Enolate

作者：Tomooka Katsuhiko^*; Ezawa Takayuki; Inoue Hiroko; Uehara Kazuhiro; Igawa Kazunobu

来源：Journal of the American Chemical Society, 2011, 133(6): 1754-1756.

DOI：10.1021/ja1092375

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.

• 出版日期2011-2-16