Skip to main content
SpringerLink
Log in

Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B

  • Book
  • © 2012

Overview

Authors:
  1. Xiao-Yu Sun

    1. Lab. of Organic Chemistry, ETH Zürich, Zürich, Switzerland

    View author publications

    You can also search for this author in PubMed   Google Scholar

  • Nominated by the Chinese University of Hong Kong as an outstanding PhD thesis
  • Novel and useful methodology for synthesizing highly substituted cyclic peroxides
  • Extends the field of Pd-catalyzed reactions
  • Includes supplementary material: sn.pub/extras

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

  • 1893 Accesses

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 (4 chapters)

  1. Front Matter

    Pages i-xiv
    Download chapter PDF

  2. Introduction

    • Xiao-Yu Sun
    Pages 1-19

  3. Results and Discussion

    • Xiao-Yu Sun
    Pages 21-76

  4. Conclusion

    • Xiao-Yu Sun
    Pages 77-78

  5. Experimental Section

    • Xiao-Yu Sun
    Pages 79-126

  6. Back Matter

    Pages 127-220
    Download chapter PDF
Back to top

Keywords

About this book

In his thesis, Xiaoyu Sun conducts the first total synthesis of all possible stereoisomers of plakortide E and also confirms the absolute configuration of natural plakortide E. Xiaoyu Sun subsequently converts Plakortide E methyl ester to plakortone B in a biomimetic conversion. Construction and functionalization of cyclic peroxides are notoriously difficult due to the very low O-O bond dissociation energy. Plaktoride E is isolated from the Jamaican marine sponge platorits halichondrioides and contains a five-membered peroxide ring, with oxygen atoms linked to tertiary C4 and C6 centers. The methodology used for synthesizing highly substituted cyclic peroxides is novel and useful, and not only extends the field of Pd-catalyzed reactions, but also provides a convenient synthetic approach for the preparation of the 1,2-dioxolanes series. Plakortide E and plakortone B are bioactive, which means that the synthetic studies on them and their analogs are pivotal in drug discovery.

Authors and Affiliations

  • Lab. of Organic Chemistry, ETH Zürich, Zürich, Switzerland

    Xiao-Yu Sun

Bibliographic Information

  • Book Title: Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B

  • Authors: Xiao-Yu Sun

  • Series Title: Springer Theses

  • DOI: https://doi.org/10.1007/978-3-642-27195-3

  • Publisher: Springer Berlin, Heidelberg

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

  • Copyright Information: Springer-Verlag Berlin Heidelberg 2012

  • Hardcover ISBN: 978-3-642-27194-6Published: 16 January 2012

  • Softcover ISBN: 978-3-642-44211-7Published: 22 February 2014

  • eBook ISBN: 978-3-642-27195-3Published: 15 January 2012

  • Series ISSN: 2190-5053

  • Series E-ISSN: 2190-5061

  • Edition Number: 1

  • Number of Pages: XIV, 222

  • Topics: Organic Chemistry, Medicinal Chemistry, Catalysis

Publish with us

Policies and ethics

Back to top

Search

Navigation