Total Synthesis of Bioactive Natural Products by Palladium-Catalyzed Domino Cyclization of Allenes and Related Compounds

  • Shinsuke┬áInuki

Part of the Springer Theses book series (Springer Theses)

Table of contents

  1. Front Matter
    Pages i-xvi
  2. Shinsuke Inuki
    Pages 1-8
  3. Total Synthesis of Pachastrissamine (Jaspine B)

  4. Total Synthesis of Lysergic Acid, Lysergol, and Isolysergol

About this book

Introduction

The author has developed novel methodologies for highly efficient construction of functionalized heterocycles by palladium-catalyzed domino/cascade cyclization of allenes and related compounds containing appropriate nucleophilic group(s). Based on these methodologies, enantioselective total syntheses of bioactive natural products, pachastrissamine (26% overall yield in seven steps), lysergic acid (4.0% overall yield in fifteen steps), lysergol (3.6% overall yield in fifteen steps) and isolysergol (8.2% overall yield in eleven steps) have been achieved. These are more facile synthetic route than those previously reported. These findings would contribute to the development of efficient synthetic methods for biologically active compounds containing a complex structure.

Keywords

allene cyclization bioactive natural products ergot alkaloid functionalized heterocycles naural products palladium-catalyzed cascade cyclization palladium-catalyzed domino cyclization total synthesis

Authors and affiliations

  • Shinsuke┬áInuki
    • 1
  1. 1.FUJIFILM CorporationKanagawaJapan

Bibliographic information

  • DOI https://doi.org/10.1007/978-4-431-54043-4
  • Copyright Information Springer 2012
  • Publisher Name Springer, Tokyo
  • eBook Packages Chemistry and Materials Science
  • Print ISBN 978-4-431-54042-7
  • Online ISBN 978-4-431-54043-4
  • About this book