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  • Title: Microwave-mediated nickel-catalyzed cyclotrimerization reactions: total synthesis of illudinine.
    Author: Teske JA, Deiters A.
    Journal: J Org Chem; 2008 Jan 04; 73(1):342-5. PubMed ID: 18052296.
    Abstract:
    Rapid and efficient [2 + 2 + 2] cyclotrimerization reactions were discovered through the application of microwave irradiation in conjunction with a Ni(CO)(2)(PPh(3))(2) catalyst. This enables the facile construction of highly substituted indane, isoindoline, and tetraline core structures. The developed microwave-mediated Ni-catalyzed cyclotrimerization reaction was employed as the key step in a concise synthesis of the isoquinoline natural product illudinine. This represents the first example of a Ni-catalyzed cyclotrimerization reaction in total synthesis.
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