Table of Contents

PREFACE xi

FOREWORD xiii

CONTRIBUTORS xv

I NEW MATERIALS AND TECHNOLOGIES: SUPPORTED CATALYSTS, SUPPORTS, SELFSUPPORTED CATALYSTS, CHIRAL IONIC LIQUID, SUPERCRITICAL FLUIDS, FLOW REACTORS, AND MICROWAVES 1

1 RECYCLABLE STEREOSELECTIVE CATALYSTS 3
Carlos M. Monteiro, Alexandre F. Trindade, Pedro M. P. Gois, and Carlos A. M. Afonso

2 RECYCLABLE ORGANOCATALYSTS IN ASYMMETRIC REACTIONS 83
Michelangelo Gruttadauria, Francesco Giacalone, and Renato Noto

3 SYNTHESIS AND CHARACTERIZATION OF SUPPORTED CHIRAL CATALYSTS 177
Carmela Aprile, Hermenegildo Garcia, and Paolo P. Pescarmona

4 SYNTHESIS OF CHIRAL CATALYSTS SUPPORTED ON ORGANIC POLYMERS 209
Tor Erik Kristensen and Tore Hansen

5 SELF-SUPPORTED CHIRAL CATALYSTS 257
Hongchao Guo and Kuiling Ding

6 CATALYSIS WITH CHIRALLY MODIFIED METAL SURFACES: SCOPE AND MECHANISMS 291
Angelo Vargas, Cecilia Mondelli, and Alfons Baiker

7 CHIRAL IONIC LIQUIDS FOR ASYMMETRIC REACTIONS 323
Annie-Claude Gaumont, Yves Génisson, Frédéric Guillen, Viacheslav Zgonnik, and Jean-Christophe Plaquevent

8 ASYMMETRIC REACTIONS IN FLOW REACTORS 345
Munawwer Rasheed, Simon C. Elmore, and Thomas Wirth

9 ASYMMETRIC CATALYTIC SYNTHESIS IN SUPERCRITICAL FLUIDS 373
Tomoko Matsuda

10 MICROWAVE-ASSISTED TRANSITION METAL-CATALYZED ASYMMETRIC SYNTHESIS 391
Luke R. Odell and Mats Larhed

II RECENT ADVANCES IN ORGANOCATALYTIC, ENZYMATIC, AND METAL-BASED MEDIATED ASYMMETRIC SYNTHESIS 413

11 RECENT ADVANCES ON STEREOSELECTIVE ORGANOCATALYTIC REACTIONS. ORGANOCATALYTIC SYNTHESIS OF NATURAL PRODUCTS AND DRUGS 415
Monika Raj and Vinod K. Singh

12 RECENT ADVANCES IN BIOCATALYSIS APPLIED TO ORGANIC SYNTHESIS 491
Gonzalo De Gonzalo, Iván Lavandera, and Vicente Gotor

13 PEPTIDES FOR ASYMMETRIC CATALYSIS 529
Matthias Freund and Svetlana B. Tsogoeva

14 SILICATE-MEDIATED STEREOSELECTIVE REACTIONS CATALYZED BY CHIRAL LEWIS BASES 579
Maurizio Benaglia, Stefania Guizzetti, and Sergio Rossi

15 RECENT ADVANCES IN THE METAL-CATALYZED STEREOSELECTIVE SYNTHESIS OF BIOLOGICALLY ACTIVE MOLECULES 625
Catalina Ferrer, Xavier Verdaguer, and Antoni Riera

16 STEREOSELECTIVE NITROGEN HETEROCYCLE SYNTHESIS MEDIATED BY CHIRAL METAL CATALYSTS 671
Sherry R. Chemler

INDEX 689

PREFACE xi FOREWORD xiii CONTRIBUTORS xv I NEW MATERIALS AND TECHNOLOGIES: SUPPORTED CATALYSTS, SUPPORTS, SELFSUPPORTED CATALYSTS, CHIRAL IONIC LIQUID, SUPERCRITICAL FLUIDS, FLOW REACTORS, AND MICROWAVES 1 1 RECYCLABLE STEREOSELECTIVE CATALYSTS 3 Carlos M. Monteiro, Alexandre F. Trindade, Pedro M. P. Gois, and Carlos A. M. Afonso 2 RECYCLABLE ORGANOCATALYSTS IN ASYMMETRIC REACTIONS 83 Michelangelo Gruttadauria, Francesco Giacalone, and Renato Noto 3 SYNTHESIS AND CHARACTERIZATION OF SUPPORTED CHIRAL CATALYSTS 177 Carmela Aprile, Hermenegildo Garcia, and Paolo P. Pescarmona 4 SYNTHESIS OF CHIRAL CATALYSTS SUPPORTED ON ORGANIC POLYMERS 209 Tor Erik Kristensen and Tore Hansen 5 SELF-SUPPORTED CHIRAL CATALYSTS 257 Hongchao Guo and Kuiling Ding 6 CATALYSIS WITH CHIRALLY MODIFIED METAL SURFACES: SCOPE AND MECHANISMS 291 Angelo Vargas, Cecilia Mondelli, and Alfons Baiker 7 CHIRAL IONIC LIQUIDS FOR ASYMMETRIC REACTIONS 323 Annie-Claude Gaumont, Yves Genisson, Frederic Guillen, Viacheslav Zgonnik, and Jean-Christophe Plaquevent 8 ASYMMETRIC REACTIONS IN FLOW REACTORS 345 Munawwer Rasheed, Simon C. Elmore, and Thomas Wirth 9 ASYMMETRIC CATALYTIC SYNTHESIS IN SUPERCRITICAL FLUIDS 373 Tomoko Matsuda 10 MICROWAVE-ASSISTED TRANSITION METAL-CATALYZED ASYMMETRIC SYNTHESIS 391 Luke R. Odell and Mats Larhed II RECENT ADVANCES IN ORGANOCATALYTIC, ENZYMATIC, AND METAL-BASED MEDIATED ASYMMETRIC SYNTHESIS 413 11 RECENT ADVANCES ON STEREOSELECTIVE ORGANOCATALYTIC REACTIONS. ORGANOCATALYTIC SYNTHESIS OF NATURAL PRODUCTS AND DRUGS 415 Monika Raj and Vinod K. Singh 12 RECENT ADVANCES IN BIOCATALYSIS APPLIED TO ORGANIC SYNTHESIS 491 Gonzalo De Gonzalo, Ivan Lavandera, and Vicente Gotor 13 PEPTIDES FOR ASYMMETRIC CATALYSIS 529 Matthias Freund and Svetlana B. Tsogoeva 14 SILICATE-MEDIATED STEREOSELECTIVE REACTIONS CATALYZED BY CHIRAL LEWIS BASES 579 Maurizio Benaglia, Stefania Guizzetti, and Sergio Rossi 15 RECENT ADVANCES IN THE METAL-CATALYZED STEREOSELECTIVE SYNTHESIS OF BIOLOGICALLY ACTIVE MOLECULES 625 Catalina Ferrer, Xavier Verdaguer, and Antoni Riera 16 STEREOSELECTIVE NITROGEN HETEROCYCLE SYNTHESIS MEDIATED BY CHIRAL METAL CATALYSTS 671 Sherry R. Chemler INDEX 689

About the Author

MICHELANGELO GRUTTADAURIA is Full Professor of OrganicChemistry at the University of Palermo. His fields of interest havepreviously included heterocycle synthesis, physical organicchemistry, and stereoselective synthesis using organoseleniumchemistry. His current interests include organocatalysis and newsupported recyclable catalysts. Dr. Gruttadauria is the author ofover eighty papers and reviews. FRANCESCO GIACALONE, PhD, is a Researcher in the OrganicChemistry Department at the University of Palermo. He is author orcoauthor of about forty scientific papers, including four reviewsin peer-reviewed journals, as well as fifteen book chapters andforty congress presentations. His current research interests focuson the preparation of recyclable materials in heterogeneouscatalysis for organic synthesis. In addition, Dr. Giacalonecoedited the book Fullerene-Polymers: Synthesis, Properties andApplications, published by Wiley.