Chapter 8. Synthesis of Complex Carbohydrates: Everninomicin

  1. Prof. Dr. Chi-Huey Wong
  1. K. C. Nicolaou,
  2. Helen J. Mitchell,
  3. Scott A. Snyder

Published Online: 28 JAN 2005

DOI: 10.1002/3527602437.ch8

Carbohydrate-Based Drug Discovery

Carbohydrate-Based Drug Discovery

How to Cite

Nicolaou, K. C., Mitchell, H. J. and Snyder, S. A. (2005) Synthesis of Complex Carbohydrates: Everninomicin, in Carbohydrate-Based Drug Discovery (ed C.-H. Wong), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527602437.ch8

Editor Information

  1. Ernest W. Hahn Chair in Chemistry, The Scripps Research Institute, 10550 N. Torrey Pines RoadLa Jolla, CA 92037, USA

Publication History

  1. Published Online: 28 JAN 2005
  2. Published Print: 26 AUG 2003

ISBN Information

Print ISBN: 9783527306329

Online ISBN: 9783527602438

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Keywords:

  • synthesis of complex carbohydrates;
  • everninomicin;
  • retrosynthetic analysis

Summary

  • Introduction

  • Retrosynthetic Analysis and Strategy

  • 8.2.1 Overview of Synthetic Strategies and Methodologies

    • Retrosynthetic Analysis: Overall Approach

  • Total Synthesis of Everninomicin

    • Approaches Towards the A1B(A)C Fragment

      • Initial Model Studies

      • Construction of the Building Blocks

      • Assembly and Completion of the A1B(A)C Fragment

    • Construction of the FGHA2 Fragment

      • First Generation Approach to the FGHA2 Fragment

      • Second Generation Strategy Towards the FGHA2 Fragment

      • Assembly of the FGHA2 Fragment

    • Construction of the DE Disaccharide

      • Retrosynthetic Analysis and Construction of Building Blocks for the DE Fragment

      • Assembly of the DE Fragment

      • Test of Strategies

    • Assembly of the DEFGHA2 Fragment

    • Completion of the Total Synthesis of Everninomicin

  • Conclusion

  • References