Total Synthesis of Indole Alkaloids : Based on Direct Construction of Pyrrolocarbazole Scaffolds via Gold-Catalyzed Cascade Cyclizations / by Junpei Matsuoka

By:

Matsuoka, Junpei [VerfasserIn]

Resource type: Ressourcentyp: Buch (Online)Book (Online)Language: English Series: Springer Theses, Recognizing Outstanding Ph.D. Research | Springer eBook CollectionPublisher: Singapore : Springer Singapore, 2020Publisher: Singapore : Imprint: Springer, 2020Edition: 1st ed. 2020Description: 1 Online-Ressource(XII, 82 p. 77 illus., 4 illus. in color.)ISBN:

9789811586521

Subject(s):

Additional physical formats: 9789811586514 | 9789811586538 | 9789811586545 | Erscheint auch als: 9789811586514 Druck-Ausgabe | Erscheint auch als: 9789811586538 Druck-Ausgabe | Erscheint auch als: Total synthesis of indole alkaloids. Druck-Ausgabe Singapore : Springer, 2020. xii, 82 SeitenRVK: RVK: VK 8620DOI: DOI: 10.1007/978-981-15-8652-1Online resources:

Summary: 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.Summary: 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.PPN: PPN: 1734625325Package identifier: Produktsigel: ZDB-2-CMS | ZDB-2-SEB | ZDB-2-SXC

Holdings ( 0 )

No physical items for this record