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Brønsted Acid Catalyzed Enantioselective Semipinacol Rearrangement for the Synthesis of Chiral Spiroethers

Authors

  • Qing-Wei Zhang,

    1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China), Fax: (+86) 931-8912582
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  • Chun-An Fan Prof. Dr.,

    1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China), Fax: (+86) 931-8912582
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  • Hai-Jun Zhang,

    1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China), Fax: (+86) 931-8912582
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  • Yong-Qiang Tu Prof. Dr.,

    1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China), Fax: (+86) 931-8912582
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  • Yu-Ming Zhao,

    1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China), Fax: (+86) 931-8912582
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  • Peiming Gu Dr.,

    1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China), Fax: (+86) 931-8912582
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  • Zhi-Min Chen

    1. Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China), Fax: (+86) 931-8912582
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  • This work was supported by the NSFC (Nos. 20621091, 20672048, and 20732002) and the “111” program of MOE. We also thank Prof. Henri B. Kagan (Université de Paris-Sud (XI), France) for helpful discussion.

Abstract

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Keine halben Sachen: Die im Titel genannte Umlagerung von 2-Oxoallylalkoholen 1 in Gegenwart einer katalytischen Menge der chiralen Phosphorsäure (R)-2 a oder ihres Silbersalzes (R)-2 b liefert die Spiroether 3 in enantiomerenreiner Form.

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