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.
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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.
Table of Contents
I NEW MATERIALS AND TECHNOLOGIES: SUPPORTED CATALYSTS,SUPPORTS, SELFSUPPORTED CATALYSTS, CHIRAL IONIC LIQUID,SUPERCRITICAL FLUIDS, FLOW REACTORS, AND MICROWAVES 1
1 RECYCLABLE STEREOSELECTIVE CATALYSTS 3Carlos M. Monteiro, Alexandre F. Trindade, Pedro M. P. Gois, andCarlos A. M. Afonso
2 RECYCLABLE ORGANOCATALYSTS IN ASYMMETRIC REACTIONS 83Michelangelo Gruttadauria, Francesco Giacalone, and RenatoNoto
3 SYNTHESIS AND CHARACTERIZATION OF SUPPORTED CHIRAL CATALYSTS177Carmela Aprile, Hermenegildo Garcia, and Paolo P.Pescarmona
4 SYNTHESIS OF CHIRAL CATALYSTS SUPPORTED ON ORGANIC POLYMERS209Tor Erik Kristensen and Tore Hansen
5 SELF-SUPPORTED CHIRAL CATALYSTS 257Hongchao Guo and Kuiling Ding
6 CATALYSIS WITH CHIRALLY MODIFIED METAL SURFACES: SCOPE ANDMECHANISMS 291Angelo Vargas, Cecilia Mondelli, and Alfons Baiker
7 CHIRAL IONIC LIQUIDS FOR ASYMMETRIC REACTIONS 323Annie-Claude Gaumont, Yves Génisson, FrédéricGuillen, Viacheslav Zgonnik, and Jean-Christophe Plaquevent
8 ASYMMETRIC REACTIONS IN FLOW REACTORS 345Munawwer Rasheed, Simon C. Elmore, and Thomas Wirth
9 ASYMMETRIC CATALYTIC SYNTHESIS IN SUPERCRITICAL FLUIDS373Tomoko Matsuda
10 MICROWAVE-ASSISTED TRANSITION METAL-CATALYZED ASYMMETRICSYNTHESIS 391Luke R. Odell and Mats Larhed
II RECENT ADVANCES IN ORGANOCATALYTIC, ENZYMATIC, ANDMETAL-BASED MEDIATED ASYMMETRIC SYNTHESIS 413
11 RECENT ADVANCES ON STEREOSELECTIVE ORGANOCATALYTIC REACTIONS.ORGANOCATALYTIC SYNTHESIS OF NATURAL PRODUCTS AND DRUGS 415Monika Raj and Vinod K. Singh
12 RECENT ADVANCES IN BIOCATALYSIS APPLIED TO ORGANIC SYNTHESIS491Gonzalo De Gonzalo, Iván Lavandera, and VicenteGotor
13 PEPTIDES FOR ASYMMETRIC CATALYSIS 529Matthias Freund and Svetlana B. Tsogoeva
14 SILICATE-MEDIATED STEREOSELECTIVE REACTIONS CATALYZED BYCHIRAL LEWIS BASES 579Maurizio Benaglia, Stefania Guizzetti, and Sergio Rossi
15 RECENT ADVANCES IN THE METAL-CATALYZED STEREOSELECTIVESYNTHESIS OF BIOLOGICALLY ACTIVE MOLECULES 625Catalina Ferrer, Xavier Verdaguer, and Antoni Riera
16 STEREOSELECTIVE NITROGEN HETEROCYCLE SYNTHESIS MEDIATED BYCHIRAL METAL CATALYSTS 671Sherry R. Chemler