Enantioselective Organocatalysis

Peter I. Dalko completed his graduate studies at the Technical University of Budapest (BME) and earned his PhD at Paris XI, France. He currently works at the Paris Cité University, France, (CNRS). His group focuses on the development of enantiocatalytic reactions for organic synthesis, the design and application of light-sensitive molecular probes allowing accurate four-dimensional control of biological events in complex tissues, and on the preparation of remotely controllable drug delivery systems with imaging ability.

• Volume 1Preface xviiPart I Catalyst Structures 11 Privileged Catalyst Structures in Organocatalytic Reactions 3Xiao Xiao, Xinyi Ren, Baoguo Zhao, and Kuiling Ding2 Synthetic Peptide–Mediated Asymmetric Organocatalysis 45Alexander J. André Cobb3 Carbohydrates: A Promising Moiety for Organocatalysis 65Nidhi Mishra, Sumit K. Singh, Mangal S. Yadav, and Vinod K. Tiwari4 Chiral Polymer Catalysts 103Shinichi Itsuno and Ikuhide Fujisawa5 Emerging Organocatalyst Classes from Renewable Sources 125Sara Meninno6 Catalyst Recovery Strategies 165Christine Tran and Petra Dunkel7 In silico Catalyst Design Within Asymmetric Organocatalysis 225Iñigo Iribarren, Tim Renningtlotz, and Cristina Trujillo8 A Critical Overview on Catalyst Synthesis 263Alberto Lanfranco, Marco Rusconi, Jacopo Scarfiello, Annamaria Deagostino, and Polyssena RenziPart II Catalyst Functions 319Aminocatalytic Transformations 3219 Basicities and Nucleophilicities of N-Centered Organocatalysts 323Herbert Mayr and Armin R. Ofial10 Aminocatalysis 355Fujie Tanaka11 Cycloaddition Reactions with Primary and Secondary Amine Catalysts 415Klára Aradi and Peter I. Dalko12 Selected Examples of Aminocatalytic Direct Alpha-Heteroatom Functionalization, Alpha-Alkylation, and Allylation 455Luca Deiana and Armando Córdova13 Chiral Imidazolidinone (MacMillan’s) Catalyst 475Rainer Mahrwald14 Enantioselective Carbonyl Catalysis 511Wen-Wen Chen and Baoguo Zhao15 Nonclassical Hydrogen Bond (NCHB) Interactions in Enantioselective Organocatalysis 551Manjaly J. Ajitha, Xingzhu Chen, and Kuo-Wei HuangVolume 2Preface xv16 Progress in (Thio)urea- and Squaramide-Based Brønsted Acid and Brønsted Base Catalysts 571Jesús M. García and Antonia Mielgo17 Strong Brønsted Acids 621Takahiko Akiyama18 Asymmetric Brønsted Base Catalysis 665Azusa Kondoh and Masahiro TeradaLewis Acid-Base Catalysis 71919 Non-covalent Activations – Lewis Acids 721Mariia Babkova and René Wilhelm20 Lewis Base-Catalyzed Asymmetric Allylation, Propargylation, and Reduction of Carbonyl and Heterocarbonyl Compounds 763Aleksandr E. Rubtsov and Andrei V. Malkov21 Organocatalytic Transformations with Chiral Phosphines 803Elizabeth A. Croll and Ohyun Kwon22 Synthetic Transformations Assisted by Halogen, Chalcogen, and Pnictogen Bonding 849Meghana P. Mohanan, Dragana Jovanovic, and Stefan M. Huber23 N-Heterocyclic Carbenes in Asymmetric Organocatalysis: Methods and Applications 867Alessandro Massi and Carmela De RisiCatalysts Based on Electrostatic Interactions 90924 Activation Modes in Anion-Binding Catalysis 911Olaf Tjabben and Olga García Mancheño25 Transformations with Chiral Phase-Transfer Catalysts 945Katharina Röser and Mario WaserPart III Selected Organocatalytic Transformations 97126 Asymmetric Organocatalytic Conjugate Additions 973Alberto Vega-Peñaloza, Albert Moyano, and Xavier Companyó27 Organocatalytic Oxidations 1025Efthymios T. Poursaitidis and Christoforos G. Kokotos28 Organocatalytic Desymmetrizations 1063Ramon Rios and Jan Veselý29 Organocatalytic Dynamic Kinetic Resolution 1093Hélène PellissierVolume 3Preface xvii30 Increasing Complexity: Enantioselective Multicatalyzed Multistep Reactions 1169Sandra Ardevines, Eugenia Marqués-López, and Raquel P. Herrera31 Combined Power of Organocatalysis and Transition Metal Catalysis in Enantioselective Organic Synthesis 1201Vladimir A. Larionov and Dmitrii S. Bolotin32 Combining Organocatalysis and Biocatalysis in Multicatalytic Procedures 1231Juan Manuel Coto-Cid and Gonzalo de Gonzalo33 Light-Controlled Organocatalysis by Bifunctional Single-Catalyst Systems 1263Alessa B. Rolka and Burkhard König34 Dual Photo/Organocatalytic Strategies in Asymmetric Synthesis 1289Sara Cuadros, Luca Dell’Amico, and Daniele Mazzarella35 Recent Advances in Asymmetric Organocatalytic Inert C—H Bond Functionalization 1321Yao Li and Sanzhong Luo36 Miscellaneous Organocatalytic Redox and Electron Transfer Reactions 1347Joshua L. Zhu and Karl A. Scheidt37 Enantioselective Synthesis Enabled by Electrochemistry 1383Ana Maria Faisca Phillips and Armando J. L. PombeiroTuning Reactivity with the Reaction Media 142138 Asymmetric Organocatalysis in Water, Water in Asymmetric Organocatalysis 1423Ciril Jimeno and Jordi Solà39 Chiral Ionic Liquids and Deep Eutectic Solvents 1461Sarah J. Burlingham, José A. Ñíguez, Francisco J. Sierra-Molero, Alejandro Torregrosa-Chinillach, Part IV Applications 148740 Diastereodivergent and Enantiodivergent Synthesis with Organocatalysis 1489Manisha Bihani, Pranjal P. Bora, and John C.-G. Zhao41 Organocatalysis in Carbohydrate Synthesis 1535Olivea M. Vasquez, Megan A. Sargent, and Clay S. Bennett42 Stereocontrolled Organocatalysis in Polymer Synthesis 1567Gabriela Garbonova, Louise Breloy, Haritz Sardon, and Fernando Vidal43 Asymmetric Organocatalysis in Medicinal Chemistry 1603Bo Han, Xiang Zhang, Xiang-Hong He, and Jun-Long li44 Strategies Toward Asymmetric Organocatalysis at Parts-per-Million Loadings 1637Choong Eui Song, Jin Hyun Park, and Sushovan Paladhi45 Asymmetric Organocatalysis in Drug Discovery and the Patent Literature 1689Anthony J. Burke and Elisabete P. CarreiroIndex 1719