A formal synthesis of (±)-physostigmine via 3,3-rearrangement of a bis-enamine |
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Authors: | Paulo F. Santos Paulo S. Almeida Sundaresan Prabhakar |
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Affiliation: | a Chemistry Department, Centro de Química, University of Trás-os-Montes and Alto Douro, Apartado 202, 5001-911 Vila Real, Portugal b Chemistry Department, REQUIMTE/CQFB, Campus Faculty of Sciences and Technology, New University of Lisbon, and SINTOR-UNINOVA, 2829-516 Monte de Caparica, Portugal c Chemistry Department, Unidade I&D de Materiais Téxteis e Papeleiros, University of Beira Interior, 6201-001 Covilhã, Portugal |
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Abstract: | A new flexible approach to hexahydropyrrolo[2,3-b]indole system via the [3,3]-sigmatropic rearrangement of 1-(2′-methoxycarbonyl-N-methylvinylamino)skatole, culminating in the synthesis of (±)-desoxyeseroline, is described. |
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Keywords: | Physostigmine Eseroline Enamines Sigmatropic rearrangements |
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