Microwave-mediated nickel-catalyzed cyclotrimerization reactions: total synthesis of illudinine |
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Authors: | Teske Jesse A Deiters Alexander |
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Institution: | Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204,USA. |
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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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