Total Synthesis of Indole Alkaloids : Based on Direct Construction of Pyrrolocarbazole Scaffolds via Gold-Catalyzed Cascade Cyclizations
2020 ed.
Book Details
Format
Paperback / Softback
Book Series
Springer Theses
ISBN-10
9811586543
ISBN-13
9789811586545
Edition
2020 ed.
Publisher
Springer Verlag, Singapore
Imprint
Springer Verlag, Singapore
Country of Manufacture
GB
Country of Publication
GB
Publication Date
Sep 20th, 2021
Print length
82 Pages
Product Classification:
Pre-clinical medicine: basic sciencesChemistryOrganic chemistryCatalysisBiochemistry
Ksh 15,850.00
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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.
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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