Chapter 3. Nucleophilic Substitution at Aliphatic Carbon

  1. Prof. Dr. Albrecht Berkessel1 and
  2. Dr. Harald Gröger2

Published Online: 5 AUG 2005

DOI: 10.1002/3527604677.ch3

Asymmetric Organocatalysis: From Biomimetic Concepts to Applications in Asymmetric Synthesis

Asymmetric Organocatalysis: From Biomimetic Concepts to Applications in Asymmetric Synthesis

How to Cite

Berkessel, A. and Gröger, H. (2005) Nucleophilic Substitution at Aliphatic Carbon, in Asymmetric Organocatalysis: From Biomimetic Concepts to Applications in Asymmetric Synthesis, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527604677.ch3

Author Information

  1. 1

    Institut für Organische Chemie, Universität zu Köln, Greinstraße 4, 50939 Köln, Germany

  2. 2

    Service Center Biocatalysis, Degussa AG, Rodenbacher Chaussee 4, 63457 Hanau-Wolfgang, Germany

Publication History

  1. Published Online: 5 AUG 2005
  2. Published Print: 10 JAN 2005

ISBN Information

Print ISBN: 9783527305179

Online ISBN: 9783527604678

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Keywords:

  • asymmetric organocatalysis;
  • nucleophilic substitution at aliphatic carbon;
  • α-alkylation of cyclic ketones;
  • α-alkylation of α-amino acid derivatives;
  • fluorination reactions;
  • chlorination reactions;
  • bromination reactions

Summary

This chapter contains sections titled:

  • α-Alkylation of Cyclic Ketones and Related Compounds

  • α-Alkylation of α-Amino Acid Derivatives

    • Development of Highly Efficient Organocatalysts

    • Improving Enantioselectivity During Work-up

    • Specific Application in the Synthesis of Non-natural Amino Acids

    • Synthesis of α,α-Dialkylated Amino Acids

    • Enantio- and Diastereoselective Processes – Synthesis of α-Amino Acid Derivatives with Two Stereogenic Centers

    • Solid-phase Syntheses

  • α-Alkylation of Other Acyclic Substrates

  • Fluorination, Chlorination, and Bromination Reactions

    • Fluorination Reactions

    • Chlorination and Bromination Reactions