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One-Step Construction of Five Successive Rings by Rhodium-Catalyzed Intermolecular Double [2+2+2] Cycloaddition: Enantioenriched [9]Helicene-Like Molecules

Authors

  • Ken Tanaka Prof. Dr.,

    1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan), Fax: (+81) 42-388-7037
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  • Naohiro Fukawa,

    1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan), Fax: (+81) 42-388-7037
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  • Takeshi Suda,

    1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan), Fax: (+81) 42-388-7037
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  • Keiichi Noguchi Prof. Dr.

    1. Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588 (Japan)
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  • This work was supported partly by a Grant-in-Aid for Scientific Research (Nos. 20675002 and 20⋅8746) from MEXT (Japan). We thank Prof. Dr. Kenji Ogino (TUAT) for the measurement of fluorescence spectra, Dr. Katsuya Maeyama (TUAT) for the measurement of UV spectra, and Takuya Osaka (TUAT) for his preliminary experiment. We also thank Takasago International Corporation for the gift of segphos [(4,4‘-bi-1,3-benzodioxole)-5,5‘-diylbis(diphenylphosphine)] and H8-binap (2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl), and Umicore for generous support in supplying the rhodium complex.

Abstract

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Aufwärtsspirale: 2-Naphthol-verbrückte Tetraine und Dialkinylketone sind die Ausgangsverbindungen der im Schema gezeigten Titelreaktion (cod=Cycloocta-1,5-dien). Die Kristallstrukturen und photophysikalischen Eigenschaften der Produkte wurden bestimmt.

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