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Inversion of the Axial Information during Oxidative Aromatization in the Synthesis of Axially Chiral Biaryls with Organocatalysis as a Key Step |
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| Authors: | Seitaro Koshino Akira Takikawa Keiichi Ishida Prof Dr Tohru Taniguchi Prof Dr Kenji Monde Prof Dr Eunsang Kwon Dr Shigenobu Umemiya Prof Dr Yujiro Hayashi |
| Institution: | 1. Department of Chemistry, Graduate School of Science, Tohoku University, Sendai, 980-8578 Japan;2. Frontier Research Center of Advanced Material and, Life Science Faculty of Advanced Life Science, Hokkaido University, Sapporo, 060-0810 Japan;3. Research and Analytical Center for Giant Molecules, Graduate School of Science, Sendai, 980-8578 Japan |
| Abstract: | The pot-economical, highly enantioselective synthesis of axially chiral biaryls was developed by using one-pot organocatalyst-mediated domino and aromatization reactions as key steps. The axial information of the precursor, which also has central chirality, was completely inverted in the final biaryls. The inversion of the axial information occurred in the conversion of the central chirality to the axial chirality of an oxidative aromatization step. |
| Keywords: | axial chirality biaryls enantioselectivity organocatalysts synthetic methods |