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Rhodium‐Catalyzed Asymmetric Synthesis of Silicon‐Stereogenic Dibenzosiloles by Enantioselective [2+2+2] Cycloaddition |
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| Authors: | Dr. Ryo Shintani Chihiro Takagi Tomoaki Ito Dr. Masanobu Naito Prof. Dr. Kyoko Nozaki |
| Affiliation: | 1. Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7‐3‐1 Hongo, Bunkyo‐ku, Tokyo 113‐8656 (Japan);2. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606‐8502 (Japan);3. National Institute of Materials Science, 1‐1 Namiki, Tsukuba, Ibaraki 305‐0044 (Japan) |
| Abstract: | A rhodium‐catalyzed asymmetric synthesis of silicon‐stereogenic dibenzosiloles has been developed through a [2+2+2] cycloaddition of silicon‐containing prochiral triynes with internal alkynes. High yields and enantioselectivities have been achieved by employing an axially chiral monophosphine ligand, and the present catalysis is also applicable to the asymmetric synthesis of a germanium‐stereogenic dibenzogermole. Preliminary studies on the optical properties of these compounds are also described. |
| Keywords: | asymmetric catalysis cycloaddition dibenzosilole rhodium silicon |