Chapter 6.4. Microbially Produced Functionalized Cyclohexadiene-Trans-Diols As a New Class of Chiral Building Block in Organic Synthesis: On the Way to Green and Combinatorial Chemistry

  1. Professor Dr. Carsten Schmuck4 and
  2. Professor Dr. Helma Wennemers5
  1. Volker Lorbach1,
  2. Dirk Franke1,
  3. Simon Eßer1,
  4. Christian Dose2,
  5. Georg A. Sprenger3 and
  6. Michael Müller1

Published Online: 27 MAY 2005

DOI: 10.1002/3527603727.ch6d

Highlights in Bioorganic Chemistry: Methods and Applications

Highlights in Bioorganic Chemistry: Methods and Applications

How to Cite

Lorbach, V., Franke, D., Eßer, S., Dose, C., Sprenger, G. A. and Müller, M. (2004) Microbially Produced Functionalized Cyclohexadiene-Trans-Diols As a New Class of Chiral Building Block in Organic Synthesis: On the Way to Green and Combinatorial Chemistry, in Highlights in Bioorganic Chemistry: Methods and Applications (eds C. Schmuck and H. Wennemers), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527603727.ch6d

Editor Information

  1. 4

    Institute of Organic Chemistry, University of Würzburg, Am Hubland, 97074 Würzburg, Germany

  2. 5

    Department of Chemistry, University of Basel, St. Johanns Ring 19, CH-4056 Basel, Switzerland

Author Information

  1. 1

    Institut für Biotechnologie, Forschungszentrum Jülich GmbH, 52425 Jülich, Germany

  2. 2

    Max Planck Institute of Molecular Physiology, Otto-Hahn-Straße 11, 44227 Dortmund, Germany

  3. 3

    Institut für Mikrobiologie, Universität Stuttgart, Allmandring 31, 70550 Stuttgart, Germany

Publication History

  1. Published Online: 27 MAY 2005
  2. Published Print: 14 JAN 2004

ISBN Information

Print ISBN: 9783527306565

Online ISBN: 9783527603725

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Keywords:

  • methodology;
  • bioengineering and bioinspired assemblies;
  • microbially produced functionalized cyclohexadiene-trans-diols;
  • metabolic pathway engineering

Summary

This chapter contains sections titled:

    • Introduction

    • The Shikimate Pathway

    • Microbial Production of 2,3-trans-CHD

    • Application of 2,3-trans-CHD in Natural-product Syntheses

    • Regio- and Stereoselective Epoxidation

    • Nucleophilic Opening of the Epoxides Obtained

    • Regio- and Stereoselective Dihydroxylation

    • Microbial Production of 3,4-trans-CHD

    • Discussion

    • References

    • Metabolic Pathway Engineering