Chapter 4. Large-Scale Applications of Biocatalysis in the Asymmetric Synthesis of Laboratory Chemicals

  1. Dr. Hans-Ulrich Blaser2,
  2. Dr. Elke Schmidt3
  1. Roland Wohlgemuth

Published Online: 13 JAN 2004

DOI: 10.1002/3527602151.ch17

Book Title

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

Additional Information

How to Cite

Wohlgemuth, R. (2004) Large-Scale Applications of Biocatalysis in the Asymmetric Synthesis of Laboratory Chemicals, in Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions (eds H.-U. Blaser and E. Schmidt), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527602151.ch17

Editor Information

  1. 2

    Solvias AG, P.O. Box, CH-4002 Basel, Switzerland

  2. 3

    Syngenta Crop Protection AG, CH-4058 Basel, Switzerland

Author Information

  1. Fluka Group, Industriestrasse 25, CH-9470 Buchs, Switzerland

Publication History

  1. Published Online: 13 JAN 2004
  2. Published Print: 6 NOV 2003

ISBN Information

Print ISBN: 9783527306312

Online ISBN: 9783527602155

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CHAPTER TOOLS

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Keywords:

  • biocatalysis;
  • asymmetric synthesis;
  • laboratory chemicals;
  • Fluka;
  • racemic mixtures;
  • protecting groups;
  • biocatalysts;
  • octanol;
  • Baeyer-Villiger reaction

Summary

This chapter contains sections titled:

  • Introduction

  • History of Applied Biocatalysis at Fluka

    • Resolution of Racemic Mixtures

      • Resolution of Racemic Amino Acids

      • Resolution of Racemic Alcohols

    • Decomposition Reactions of Educts and Side Products

    • Introduction and Removal of Protecting Groups

    • Development and Production of Biocatalysts

    • Complex Reaction Paths to Natural Products

    • Regio- and Stereoselective Synthesis

  • Reasons for Large-Scale Application of Biocatalysts for the Synthesis of Laboratory Chemicals

  • Examples of Large-Scale Application of Biocatalysis

    • Matrix Approach: Product Groups Produced with Specific Enzyme Classes

    • (S)-2-Octanol

    • (R)-2-Octanol

    • Comparison of Classical Resolution with the Biocatalytic Procedure

    • 2-Oxabicyclo[3.3.0]-oct-6-en-3-one

    • 3-Oxabicyclo[3.3.0]-oct-6-en-2-one

    • Comparison of the Classical Procedure with the Biocatalytic Baeyer-Villiger Reaction

  • Discussion and Outlook

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