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Asymmetric Organocatalysis: From Biomimetic Concepts to Applications in Asymmetric Synthesis

Asymmetric Organocatalysis: From Biomimetic Concepts to Applications in Asymmetric Synthesis

Albrecht Berkessel, Harald Gröger, David MacMillan (Foreword by)

ISBN: 978-3-527-60467-8 August 2005 454 Pages


Asymmetric catalysis represents still one of the major challenges in modern organic chemistry. Besides the well-established asymmetric metal-complex-catalysed syntheses and biocatalysis, the use of "pure" organic catalysts turned out to be an additional efficient tool for the synthesis of chiral building blocks. In this handbook, the experienced authors from academia and industry provide the first overview of the important use of such metal-free organic catalysts in organic chemistry. With its comprehensive description of numerous reaction types, e.g., nucleophilic substitution and addition reactions as well as cycloadditions and redox reactions, this book targets organic chemists working in industry and academia, and deserves a place in every laboratory.
General Mechanistic Considerations
Nucleophilic Substitution at Aliphatic Carbon
Nucleophilic Addition to Electron-deficient C=C Double Bonds
Nucleophilic Addition to C=N Double Bonds
Nucleophilic Addition to C=O Double Bonds
Nucleophilic Addition to Unsaturated Nitrogen
Cycloaddition Reactions
Protonation of Enolates and Tautomerization of Enols
Reduction of Carbonyl Compounds
Kinetic Resolution of Racemic Alcohols and Amines
Desymmetrization and Kinetic Resolution of Anhydrides
Large-Scale Applications
Appendix: Tabular Survey of Organo-Catalysts, Synthesis and Application
"This fascinating monograph captures the diversity and power of an area of research whose roots extend deep within the organic chemistry literature, yet which has only recently achieved critical mass through the collective contributions of many present-day pioneers. ... is an essential addition to both academic and industrial research libraries, as well as to the personal collection of any scientist with an interest in catalysis or synthetic chemistry." Angewandte Chemie I.E.

"... well-written with clear, focused schemes... of great value to those involved in synthetic methodology, catalysis, and total synthesis." Journal of the American Chemical Society

"On the whole, the authors succeeded in covering a very broad range of reactions that are catalyzed by organic catalysts, and offer readers an excellent overview of the current situation in the field of asymmetric organocatalysis. This book can be recommended for all scientists working in the area of asymmetric catalysis, whether in industrial research and development or at the universities. Postgraduate students and postdoctoral researchers who have begun work on this rapidly growing field would derive considerable benefit from reading it."

"This monograph will be a valuable addition into personal collections of synthetic chemists and research libraries of academia and industry." E-STREAMS