Microwave-Mediated Nickel-Catalyzed Cyclotrimerization Reactions: Total Synthesis of Illudinine
The Journal of Organic Chemistry2007Vol. 73(1), pp. 342–345
Citations Over TimeTop 10% of 2007 papers
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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