Synthesis of the himandrine skeleton |
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Authors: | O'Connor Patrick D Mander Lewis N McLachlan Matthew M W |
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Institution: | Research School of Chemistry, Australian National University, Canberra, ACT 0200, Australia. |
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Abstract: | The hexacyclic himandrine skeleton 5, which is present in the most complex alkaloids of the tropical rain forest tree Galbulimima belgraveana, has been prepared for the first time. The synthesis begins from the known 3.2.1]benzobicyclooctene intermediate 10. Key steps include a Diels-Alder cycloaddition, Curtius rearrangement, Birch reduction, an intramolecular nucleophilic amination, and a palladium-mediated alkene amination. reaction: see text] |
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