New Gold-Catalyzed Reactions and Applications for the Synthesis of Alkaloids, 1st Edition

  • Published By:
  • ISBN-10: 3319007025
  • ISBN-13: 9783319007021
  • DDC: 541.395
  • Grade Level Range: College Freshman - College Senior
  • 195 Pages | eBook
  • Original Copyright 2013 | Published/Released June 2014
  • This publication's content originally published in print form: 2013

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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.

Table of Contents

Front Cover.
Other Frontmatter.
Other Frontmatter.
Title Page.
Copyright Page.
Other Frontmatter.
Supervisor's Foreword.
Abbreviations and Acronyms.
1: Introduction.
2: Gold(I)-Catalyzed Reactions of 1,6-Enynes with Aldehydes: Cycloaddition versus Metathesis-Type Reactions.
3: Formation of Cyclobutene Compounds via Gold(I)-Catalyzed Cycloisomerization of 1,n-Enynes.
4: Approach Toward the Total Synthesis of Lundurines.
5: Summary and Outlook.