Skip to main content
SpringerLink
Log in

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

  • Book
  • © 2012

Overview

Authors:
  1. Shinsuke Inuki

    1. FUJIFILM Corporation, Kanagawa, Japan

    View author publications

    You can also search for this author in PubMed   Google Scholar

  • Total synthesis of the bioactive natural products, pachastrissamine, lysergic acid, lysergol and isolysergol, by palladium-catalyzed domino cyclization of allenes and related compounds is investigated
  • Gives an insight to the development of efficient synthetic approaches for biologically active compounds
  • Nominated as an oustanding contribution by Kyoto University
  • Includes supplementary material: sn.pub/extras

Part of the book series: Springer Theses (Springer Theses)

This is a preview of subscription content, log in via an institution to check access.

Access this book

Log in via an institution
eBook USD 84.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book USD 109.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Other ways to access

Licence this eBook for your library

Institutional subscriptions

Table of contents (6 chapters)

  1. Front Matter

    Pages i-xvi
    Download chapter PDF

  2. Introduction

    • Shinsuke Inuki
    Pages 1-8

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

    1. Front Matter

      Pages 51-51
      Download chapter PDF

    2. Palladium-Catalyzed Domino Cyclization of Amino Allenes Bearing a Bromoindolyl Group and Its Application to Total Synthesis of Ergot Alkaloids

      • Shinsuke Inuki
      Pages 53-75

    3. Total Synthesis of (+)-Lysergic Acid, (+)-Lysergol, and (+)-Isolysergol

      • Shinsuke Inuki
      Pages 77-103

    4. Conclusions

      • Shinsuke Inuki
      Pages 105-106
Back to top

Keywords

About this book

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.

Reviews

From the reviews:

“The target audience … includes practicing organic chemists with interests in synthesis, and those with specific interests in palladium-catalysed organic reactions, and as such is suited to graduate level and above. … is well-written and provides plenty of food for thought for specialists in palladium(II) chemistry … . the book also benefits from a comprehensive experimental section at the end of each chapter. … the book reflects the high quality experimental skills of the author, and provides a useful handbook for the synthetic organometallic chemist.” (Edward A. Anderson, Platinum Metals Review, Vol. 56 (3), 2012)

Authors and Affiliations

  • FUJIFILM Corporation, Kanagawa, Japan

    Shinsuke Inuki

Bibliographic Information

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

  • Authors: Shinsuke Inuki

  • Series Title: Springer Theses

  • DOI: https://doi.org/10.1007/978-4-431-54043-4

  • Publisher: Springer Tokyo

  • eBook Packages: Chemistry and Materials Science, Chemistry and Material Science (R0)

  • Copyright Information: Springer 2012

  • Hardcover ISBN: 978-4-431-54042-7Published: 24 November 2011

  • Softcover ISBN: 978-4-431-56110-1Published: 23 August 2016

  • eBook ISBN: 978-4-431-54043-4Published: 23 November 2011

  • Series ISSN: 2190-5053

  • Series E-ISSN: 2190-5061

  • Edition Number: 1

  • Number of Pages: XVI, 106

  • Topics: Bioorganic Chemistry, Catalysis

Publish with us

Policies and ethics

Back to top

Search

Navigation