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Chemistry - Organic Chemistry | New Gold-Catalyzed Reactions and Applications for the Synthesis of Alkaloids

New Gold-Catalyzed Reactions and Applications for the Synthesis of Alkaloids

Series: Springer Theses

Escribano Cuesta, Ana

2013, XIII, 195 p. 280 illus., 41 illus. in color.

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  • Nominated as an outstanding Ph.D. thesis by the Institute of Chemical Research of Catalonia, ICIQ
  • A number of important publications in high profile chemistry journals have derived from this work
  • The lundurine products developed in this work show significant in vitro cytoxicity toward B16 melanoma cells
Ana Escribano Cuesta's thesis presents a detailed study of the inter- and intramolecular reactions of carbonyl compounds with 1,6-enynes using gold (I) complexes. An important part of the work involved streamlining the variables that allow the selective synthesis of different products such as tricyclic compounds, dihydropyrans, 1,3-dienes or cyclobutenes. The second chapter highlights the importance and difficulties in synthesising a cyclobutene subunit and the author includes a detailed description of how the products were prepared. The final chapter outlines the synthesis of lundurines using methodology developed by the author's research group for intramolecular gold-catalyzed cyclization of indoles with alkynes. The lundurine products developed in this work show significant in vitro cytoxicity toward B16 melanoma cells. The work in this thesis has led to a number of publications in high-profile chemistry journals.

Content Level » Research

Keywords » Antonio M. Echavarren - Cyclization of Alkynylindole - Cyclobutene Compounds - Gold Properties - Gold(I)-Catalyzed Cycloisomerization - Gold-Catalyzed Nucleophilic Additions - Indoloazocine Framework - Lundurines A-D - Metal-Catalyzed Alkyne Activation - Total Synthesis of Lundurines

Related subjects » Catalysis - Organic Chemistry

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