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Total Synthesis of Indole Alkaloids

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Total Synthesis of Indole Alkaloids

Based on Direct Construction of Pyrrolocarbazole Scaffolds via Gold-Catalyzed Cascade Cyclizations

Junpei Matsuoka

Springer
Collection: Springer Theses
Publication date : 2020-09-18

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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.

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About the book

Author

Junpei Matsuoka

Imprint

Springer

Collection

Springer Theses

Publication date

2020-09-18

Pages

82 pages

Print ISBN

9789811586514

Language

English

Ebook informations

EAN PDF

9789811586521

Price

£88.00

Copy count 0

Print count 8

File size 3021 Ko

Informations accessibility

EAN EPUB

9789811586521

Price

£88.00

Copy count 0

Print count 8

File size 8141 Ko

Informations accessibility

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About author(s)

Junpei Matsuoka

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