26. Alpha-Alkylation by SN1-Type Reactions

  1. Peter I. Dalko
  1. Andrea Gualandi,
  2. Diego Petruzziello,
  3. Enrico Emer and
  4. Pier Giorgio Cozzi

Published Online: 23 AUG 2013

DOI: 10.1002/9783527658862.ch26

Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications

Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications

How to Cite

Gualandi, A., Petruzziello, D., Emer, E. and Cozzi, P. G. (2013) Alpha-Alkylation by SN1-Type Reactions, in Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications (ed P. I. Dalko), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany. doi: 10.1002/9783527658862.ch26

Editor Information

  1. Université Paris-Descartes, PRES Sorbonne Paris Cité, CNRS, 45, rue des Saints-Pères, 75270 Paris Cedex 06, France

Publication History

  1. Published Online: 23 AUG 2013
  2. Published Print: 23 OCT 2013

ISBN Information

Print ISBN: 9783527332366

Online ISBN: 9783527658862

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Keywords:

  • Brønsted acids;
  • carbocations;
  • chiral thioureas;
  • enamine catalysis;
  • Lewis acids;
  • organocatalysis

Summary

This chapter contains sections titled:

  • SN1-Type Nucleophilic Reaction by Generation of Carbocations

  • Organocatalytic Stereoselective SN1-Type Reactions with Enamine Catalysis

  • Asymmetric SN1-Type α-Alkylation of Ketones

  • Combination of Enamine Catalysis and Lewis Acids in SN1-Type Reactions

  • Organocatalytic SN1-Type Reactions with Brønsted Acids

  • SN1-Type Reaction Promoted by Chiral Thioureas

  • SN1-Type Organocatalytic Reaction of Iminium, Oxonium, and Aziridinium Intermediates