Sets forth an important group of environmentally friendly
organic reactions
With contributions from leading international experts in organic
synthesis, this book presents all the most important methodologies
for stereoselective organocatalysis, fully examining both the
activation mode as well as the type of bond formed. Clear
explanations guide researchers through all the most important
methods used to form key chemical bonds, including carbon-carbon
(C-C), carbon-nitrogen (C-N), and carbon-halogen
(C-X) bonds. Moreover, readers will discover how the use of
non-metallic catalysts facilitates a broad range of important
reactions that are environmentally friendly and fully meet the
standards of green chemistry.
Stereoselective Organocatalysis begins with an historical
overview and a review of activation modes in asymmetric
organocatalysis. The next group of chapters is organized by bond
type, making it easy to find bonds according to their applications.
The first of these chapters takes a detailed look at the many
routes to C-C bond formation. Next, the book covers:
* Organocatalytic C-N bond formation
* C-O bond formation
* C-X bond formation
* C-S, C-Se, and C-B bond formation
* Enantioselective organocatalytic reductions
* Cascade reactions forming both C-C bonds and
C-heteroatom bonds
The final chapter is devoted to the use of organocatalysis for
the synthesis of natural products. All the chapters in the book are
extensively referenced, serving as a gateway to the growing body of
original research reports and reviews in the field.
Based on the most recent findings and practices in organic
synthesis, Stereoselective Organocatalysis equips synthetic
chemists with a group of organocatalytic reactions that will help
them design green reactions and overcome many challenges in organic
synthesis.
Inhaltsverzeichnis
PREFACE vii
CONTRIBUTORS ix
1. INTRODUCTION: A HISTORICAL POINT OF VIEW 1
Ramon Rios and Xavier Companyó
2. ACTIVATION MODES IN ASYMMETRIC ORGANOCATALYSIS
11
Albert Moyano
3. C-C BOND FORMATION BY ALDOL REACTION 81
Dorota Gryko and Dominika Walaszek
4. EXAMPLES OF METAL-FREE DIRECT CATALYTIC ASYMMETRIC
MANNICH-TYPE REACTIONS USING AMINOCATALYSIS 129
Armando Córdova
5. C-C BOND FORMATION BY MICHAEL REACTION 147
Yong Zhang and Wei Wang
6. C-C BOND FORMATION BY DIELS-ALDER AND OTHER
PERICYCLIC REACTIONS 205
Johan Franzén
7. N-HETEROCYCLIC CARBENE-CATALYZED C-C BOND FORMATION
231
Xiang-Yu Chen and Song Ye
8. a-ALKYLATION OF CARBONYL COMPOUNDS 267
Marek Reme S and Jan Vesely
9. OTHER REACTIONS FOR C-C BOND FORMATION 313
Yi-Xia Jia and Tiexin Zhang
10. CASCADE REACTIONS FORMING C-C BONDS 351
Ramon Rios, Jorge Esteban, and Xavier Companyó
11. ORGANOCATALYTIC C-N BOND FORMATION 381
Aitor Landa, Rosa López, Antonia Mielgo, Mikel Oiarbide,
and Claudio Palomo
12. C-O BOND FORMATION 433
José Alemán and Mariola Tortosa
13. CARBON-HALOGEN BOND FORMATION 465
Stacey E. Brenner-Moyer
14. C-OTHER ATOM BOND FORMATION (S, SE, B)
493
Giorgio Della Sala and Alessandra Lattanzi
15. ENANTIOSELECTIVE ORGANOCATALYTIC REDUCTIONS 529
Maurizio Benaglia, Martina Bonsignore, and Andrea Genoni
16. CASCADE REACTIONS FORMING BOTH C-C BOND AND
C-HETEROATOM BOND 559
Damien Bonne, Thierry Constantieux, Yoann Coquerel, and Jean
Rodriguez
17. ORGANOCATALYSIS IN THE SYNTHESIS OF NATURAL PRODUCTS
587
Yongcheng Ying and Xuefeng Jiang
INDEX 629
Über den Autor
RAMON RIOS TORRES, Ph D, is Reader in Organic Chemistry at
the University of Southampton. With more than ninety peer-reviewed
articles and several book chapters to his credit, Dr. Rios Torres
devotes his research to the development of new asymmetric methods
based on organocatalysis and organometallic chemistry as well as
the application of these methods in total synthesis. Dr. Rios
Torres is also the editor of The Pauson-Khand Reaction: Scope,
Variations and Applications (Wiley).
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