Palladium-Catalyzed Asymmetric Synthesis of Silicon-Stereogenic 5,10-Dihydrophenazasilines via Enantioselective 1,5-Palladium Migration |
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| Authors: | Yosuke Sato Chihiro Takagi Prof. Dr. Ryo Shintani Prof. Dr. Kyoko Nozaki |
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| Affiliation: | Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656 Japan |
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| Abstract: | A palladium-catalyzed asymmetric synthesis of silicon-stereogenic 5,10-dihydrophenazasilines was developed that proceeds via an unprecedented enantioselective 1,5-palladium migration. High enantioselectivity was achieved by employing 4,4′-bis(trimethylsilyl) (R)-Binap as the chiral ligand, and a series of mechanistic investigations were carried out to probe the catalytic cycle of this process. |
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| Keywords: | asymmetric catalysis desymmetrization metal migration palladium silicon stereocenters |
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