Total synthesis of indole alkaloids : based on direct construction of pyrrolocarbazole scaffolds via gold-catalyzed cascade cyclizations / / Junpei Matsuoka
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| Autore: |
Matsuoka Junpei
|
| Titolo: |
Total synthesis of indole alkaloids : based on direct construction of pyrrolocarbazole scaffolds via gold-catalyzed cascade cyclizations / / Junpei Matsuoka
|
| Pubblicazione: | Singapore : , : Springer, , [2020] |
| ©2020 | |
| Edizione: | 1st ed. 2020. |
| Descrizione fisica: | 1 online resource (XII, 82 p. 77 illus., 4 illus. in color.) |
| Disciplina: | 547.593 |
| Soggetto topico: | Indole - Synthesis |
| Catalysis | |
| Chemistry, Inorganic | |
| Nota di bibliografia: | Includes bibliographical references. |
| Nota di contenuto: | 1. Introduction -- 2. Total Synthesis of Dictyodendrin A–F by the Gold-Catalyzed Cascade Cyclization of Conjugated Diynes with Pyrroles -- 3. Construction of the Pyrrolo[2,3-d]carbazole Core of Spiroindoline Alkaloids by Gold-Catalyzed Cascade Cyclization of Ynamide. |
| Sommario/riassunto: | This book explores efficient syntheses of indole alkaloids based on gold-catalyzed cascade cyclizations, presenting two strategies for total synthesis of these natural products based on gold-catalyzed reactions of conjugated diyne or ynamide. The book first describes the total and formal synthesis of dictyodendrins A–F based on direct construction of the pyrrolo[2,3-c]carbazole core using the gold-catalyzed annulation of azido-diynes and protected pyrrole. This synthetic strategy features late-stage functionalization of the pyrrolo[2,3-c]carbazole scaffold at several positions and allows diverse access to dictyodendrins and their derivatives. Secondly, the book discusses the formal synthesis of vindorosine based on the pyrrolo[2,3-d]carbazole construction using the gold-catalyzed cascade cyclization of ynamide. Importantly, the reaction using a chiral gold complex provides the optically active pyrrolo[2,3-d]carbazole. This strategy facilitates the rapid construction of the pyrrolocarbazole core structure of aspidosperma and related alkaloids, including vindorosine. These methodologies can accelerate the medicinal application of pyrrolocarbazole-type alkaloids and related compounds. |
| Titolo autorizzato: | Total synthesis of indole alkaloids |
| ISBN: | 981-15-8652-7 |
| Formato: | Materiale a stampa  |
| Livello bibliografico | Monografia |
| Lingua di pubblicazione: | Inglese |
| Record Nr.: | 9910420949003321 |
| Lo trovi qui: | Univ. Federico II |
| Opac: | Controlla la disponibilità qui |
Serie:
Springer theses.