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4-Hydroxy-2-cyclopenten-1-ones from Ketones and 3-Nitropropionyl Chloride. A Facile Method for the Construction of Five-Membered Rings

Authors

  • Prof. Dr. Dieter Seebach,

    Corresponding author
    1. Institut für Organische Chemie der Universität Heinrich-Buff-Ring 58, D-6300 Lahn-Giessen (Germany)
    Current affiliation:
    1. Laboratorium für Organische Chemie der ETH ETH-Zentrum, Universitätsstrasse 16, CH-8092 Zürich (Switzerland)
    • Institut für Organische Chemie der Universität Heinrich-Buff-Ring 58, D-6300 Lahn-Giessen (Germany)
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  • Dr. Marvin S. Hoekstra,

    1. Institut für Organische Chemie der Universität Heinrich-Buff-Ring 58, D-6300 Lahn-Giessen (Germany)
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  • Gerd Protschuk

    1. Institut für Organische Chemie der Universität Heinrich-Buff-Ring 58, D-6300 Lahn-Giessen (Germany)
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  • We acknowledge support of this work by the Deutsche Forschungsgemeinschaft (Project Se 158/11) and the Fonds der Chemischen Industrie.

Abstract

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A new cyclopentenone synthesis starts from ketones (1) and 3-nitropropionyl chloride. None of the known methods for constructuion of five-membered rings according to a (C3+C2) pattern gives derivatives having the same functionality as (2) and (3).

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