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This book covers advances in the methods of catalytic asymmetric synthesis and their applications. Coverage moves from new materials and technologies to homogeneous metal-free catalysts and homogeneous metal catalysts. The applications of several methodologies for the synthesis of biologically active molecules are discussed. Part I addresses recent advances in new materials and technologies such as supported catalysts, supports, self-supported catalysts, chiral ionic liquids, supercritical fluids, flow reactors and microwaves related to asymmetric catalysis. Part II covers advances and milestones in organocatalytic, enzymatic and metal-based mediated asymmetric synthesis, including applications for the synthesis of biologically active molecules. Written by leading international experts, this book consists of 16 chapters with 2000 References and illustrations of 560 schemes and figures.
MICHELANGELO GRUTTADAURIA is Full Professor of Organic Chemistry at the University of Palermo. His fields of interest have previously included heterocycle synthesis, physical organic chemistry, and stereoselective synthesis using organoselenium chemistry. His current interests include organocatalysis and new supported recyclable catalysts. Dr. Gruttadauria is the author of over eighty papers and reviews. FRANCESCO GIACALONE, PhD, is a Researcher in the Organic Chemistry Department at the University of Palermo. He is author or coauthor of about forty scientific papers, including four reviews in peer-reviewed journals, as well as fifteen book chapters and forty congress presentations. His current research interests focus on the preparation of recyclable materials in heterogeneous catalysis for organic synthesis. In addition, Dr. Giacalone coedited the book Fullerene-Polymers: Synthesis, Properties and Applications, published by Wiley.
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
Show moreThis book covers advances in the methods of catalytic asymmetric synthesis and their applications. Coverage moves from new materials and technologies to homogeneous metal-free catalysts and homogeneous metal catalysts. The applications of several methodologies for the synthesis of biologically active molecules are discussed. Part I addresses recent advances in new materials and technologies such as supported catalysts, supports, self-supported catalysts, chiral ionic liquids, supercritical fluids, flow reactors and microwaves related to asymmetric catalysis. Part II covers advances and milestones in organocatalytic, enzymatic and metal-based mediated asymmetric synthesis, including applications for the synthesis of biologically active molecules. Written by leading international experts, this book consists of 16 chapters with 2000 References and illustrations of 560 schemes and figures.
MICHELANGELO GRUTTADAURIA is Full Professor of Organic Chemistry at the University of Palermo. His fields of interest have previously included heterocycle synthesis, physical organic chemistry, and stereoselective synthesis using organoselenium chemistry. His current interests include organocatalysis and new supported recyclable catalysts. Dr. Gruttadauria is the author of over eighty papers and reviews. FRANCESCO GIACALONE, PhD, is a Researcher in the Organic Chemistry Department at the University of Palermo. He is author or coauthor of about forty scientific papers, including four reviews in peer-reviewed journals, as well as fifteen book chapters and forty congress presentations. His current research interests focus on the preparation of recyclable materials in heterogeneous catalysis for organic synthesis. In addition, Dr. Giacalone coedited the book Fullerene-Polymers: Synthesis, Properties and Applications, published by Wiley.
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
Show morePREFACE 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
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.
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