Seminal text presenting detailed accounts of the most important catalytic asymmetric reactions known today
This book covers the preparation of enantiomerically pure or enriched chemical compounds by use of chiral catalyst molecules. While reviewing the most important catalytic methods for asymmetric organic synthesis, this book highlights the most important and recent developments in catalytic asymmetric synthesis. Edited by two well-qualified experts, sample topics covered in the work include: - Metal catalysis, organocatalysis, photoredox catalysis, enzyme catalysis - C-H bond functionalization reactions - Carbon-carbon bond formation reactions, carbon-halogen bond formation reactions, hydrogenations, polymerizations, flow reactions - Axially chiral compounds
Retaining the best of its predecessors but now thoroughly up to date with the important and recent developments in catalytic asymmetric synthesis, the 4th edition of Catalytic Asymmetric Synthesis serves as an excellent desktop reference and text for researchers and students, from upper-level undergraduates all the way to experienced professionals in industry or academia.
Table of Contents
Preface ix
Preface to the First Edition xi
List of Contributors xiii
Part I Asymmetric Organocatalysis 1
1 Asymmetric Enamine and Iminium Ion Catalysis 3
Yujiro Hayashi
2 Asymmetric Acid Organocatalysis 29
Takahiko Akiyama
3 Asymmetric Base Organocatalysis 81
Azusa Kondoh and Masahiro Terada
4 Asymmetric Phase-Transfer and Ion-Pair Organocatalyses 117
Edward Miller, Patrick J. Moon, and F. Dean Toste
5 Asymmetric Peptide Catalysis 157
Kazuaki Kudo
6 Asymmetric Carbene Catalysis: A Brief Highlight of Developments in the Past Decade 199
Jia-Lei Yan, Hongling Wang, and Yonggui Robin Chi
7 Asymmetric Hypervalent Iodine Catalysis 243
Muhammet Uyanik and Kazuaki Ishihara
Part II Asymmetric Photochemical Reactions and Photoredox Catalysis 277
8 Asymmetric Visible-Light Photoredox Catalysis 279
Jiyuan Lyu, Aurélie Claraz, and Géraldine Masson
9 Asymmetric Photoredox Reactions without Photocatalysts 329
Dengke Ma, Thomas Hin-Fung Wong, and Paolo Melchiorre
10 Enantioselective Photochemical [2+2] Cycloaddition Reactions 355
Freya M. Harvey and Thorsten Bach
Part III Asymmetric Synthesis Through C-H Bond Activation 385
11 Asymmetric C-H Functionalization of C(sp2)-H Bond 387
Uttam Dhawa, Tomasz Wdowik, and Lutz Ackermann
12 Asymmetric C-H Functionalization of C(sp3)-H Bond 429
Xiao Zhang, Yangyang Shen, Eva Bednáŕová, and Tomislav Rovis
Part IV Asymmetric Synthesis Through Carbon-Halogen Bond Formation and Enzyme Catalysis 491
13 Asymmetric Carbon-Halogen Bond Forming Reactions (Excluding C-H Activation Processes) 493
Santos Fustero, Attila M. Remete, Loránd Kiss, Mercedes Medio-Simón, Jorge Escorihuela, and Daniel M. Sedgwick
14 Enzyme-Catalyzed Asymmetric Synthesis 531
Gonzalo de Gonzalo and Andrés R. Alcántara
Part V Asymmetric Hydrogenation 559
15 Asymmetric Hydrogenation 561
Anton Vidal-Ferran, Arnald Grabulosa, Xavier Verdaguer, and Antoni Riera
Part VI Asymmetric Carbon-Carbon Bond Forming Reactions Chapter 617
16 Asymmetric Nucleophilic Addition to Ketones and Ketimines and Conjugate
Addition Reactions 619
Luo Ge and Syuzanna R. Harutyunyan
17 Asymmetric Allylic Alkylation, Allylation, and Related Reactions 661
Tyler J. Fulton, Yun E. Du, and Brian M. Stoltz
18 Asymmetric Carbometallations Including Carbocyclizations 705
Ken Tanaka
Part VII Asymmetric Synthesis of Non-Centro- Chiral Compounds 727
19 Asymmetric Synthesis of Axially Chiral Compounds 729
Shaohua Xiang, Jun Kee Cheng, and Bin Tan
20 Asymmetric Synthesis of Planar Chiral and Helically Chiral Compounds 769
Takanori Shibata
Part VIII Asymmetric Polymerization 803
21 Asymmetric Polymerization 805
Jie Li and Xiao-Bing Lu
Part IX Asymmetric Catalysis in Continuous-Flow System 831
22 Continuous-Flow Chemistry in Catalytic Asymmetric Synthesis 833
Haruro Ishitani, Yuki Saito, and Shuˉ Kobayashi
Index 869
