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Intramolecular Diels–Alder Cycloaddition/Rearrangement Cascade of an Amidofuran Derivative for the Synthesis of (±)-Minfiensine

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journal contribution
posted on 05.08.2011, 00:00 by Gang Li, Albert Padwa
An efficient synthesis of (±)-minfiensine has been accomplished employing an intramolecular Diels–Alder cycloaddition/rearrangement cascade of an amidofuran derivative. Thermal reorganization of the initially formed [4 + 2]-cycloadduct affords the critical tetrahydroiminoethanocarbazole skeleton of the alkaloid in high yield.