Total Synthesis of Indole Alkaloids: Based on Direct Construction of Pyrrolocarbazole Scaffolds via Gold-Catalyzed Cascade Cyclizations (Springer Theses) 1st ed. 2020 Edition

Total Synthesis of Indole Alkaloids: Based on Direct Construction of Pyrrolocarbazole Scaffolds via Gold-Catalyzed Cascade Cyclizations (Springer Theses) 1st ed. 2020 Edition

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Total Synthesis of Indole Alkaloids: Based on Direct Construction of Pyrrolocarbazole Scaffolds via Gold-Catalyzed Cascade Cyclizations (Springer Theses) 1st ed. 2020 Edition

by Junpei Matsuoka (Author)
 
 

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.
 

Product Details

  • Publisher : Springer; 1st ed. 2020 edition (September 19, 2020)
  • Language : English
  • Digital eBook : 94 pages
 
 
 
 

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