Chapter 4. Enantioselective Hydrogenation: Towards a Large-Scale Total Synthesis of (R,R,R)-α-Tocopherol

  1. Dr. Hans-Ulrich Blaser3,
  2. Dr. Elke Schmidt4
  1. Thomas Netscher1,
  2. Michelangelo Scalone2,
  3. Rudolf Schmid2

Published Online: 13 JAN 2004

DOI: 10.1002/3527602151.ch4

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

How to Cite

Netscher, T., Scalone, M. and Schmid, R. (2004) Enantioselective Hydrogenation: Towards a Large-Scale Total Synthesis of (R,R,R)-α-Tocopherol, 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.ch4

Editor Information

  1. 3

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

  2. 4

    Syngenta Crop Protection AG, CH-4058 Basel, Switzerland

Author Information

  1. 1

    Roche Vitamins Ltd, Research and Development, Bldg 214/27, CH-4070 Basel, Switzerland

  2. 2

    F. Hoffmann-La Roche Ltd, Pharmaceuticals Division, Process Research & Catalysis, CH-4070 Basel, 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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Keywords:

  • enantioselective hydrogenation;
  • synthesis;
  • (R,R,R)-α-tocopherol;
  • vitamin E;
  • alcohols;
  • diphosphane ligands

Summary

This chapter contains sections titled:

  • Introduction: Vitamin E as the Target

  • Routes to (2R,4′-R,8′R)-α-Tocopherol by Total Synthesis

  • Synthesis of Prochiral Allylic Alcohols

  • Asymmetric Hydrogenation of Prochiral Allylic Alcohols

  • Synthesis of the Diphosphane Ligands

  • Procedures for Stereochemical Analysis

  • Concluding Remarks

  • Acknowledgements