28. Aldol and Mannich-Type Reactions

  1. Peter I. Dalko
  1. Nobuyuki Mase and
  2. Carlos F. Barbas III

Published Online: 23 AUG 2013

DOI: 10.1002/9783527658862.ch28

Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications

Comprehensive Enantioselective Organocatalysis: Catalysts, Reactions, and Applications

How to Cite

Mase, N. and Barbas, C. F. (2013) Aldol and Mannich-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.ch28

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:

  • aldol;
  • Brønsted acid and base catalysis;
  • enamine catalysis;
  • hydrogen-bond catalysis;
  • Mannich reaction;
  • N-heterocyclic carbene catalysis;
  • phase-transfer catalysis;
  • supported catalysis

Summary

At the beginning of this century, a large number of research groups focused their studies on the use of small metal-free organic molecules as organocatalysts. Numerous powerful asymmetric organocatalytic bond forming reactions and domino reactions have now been reported. Organocatalysis allows for the enantioselective synthesis of molecules that were not readily available through traditional methods. Research in this area has advanced rapidly over the past decade because of the versatility, maneuverability, simplicity, and safety of organocatalytic reactions. This chapter addresses significant achievements in asymmetric syntheses focused on organocatalytic nucleophilic addition to C=O and C=N bonds, namely, aldol and Mannich reactions, covering the literature from 2007 to 2011. The description is subdivided based on various classes of catalysis: enamine, Brønsted acid, hydrogen-bond, Brønsted base, bifunctional, phase transfer, N-heterocyclic carbenes, and supported organocatalysis.