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Catalytic Asymmetric Friedel-Crafts Alkylations

Buch | Hardcover
XVI, 301 Seiten
2009 | 1. Auflage
Wiley-VCH (Verlag)
978-3-527-32380-7 (ISBN)
185,00 inkl. MwSt
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This first comprehensive overview of this important synthetic reaction covers the whole spectrum of this modern and rapidly developing field. Clearly structured, the book presents all the known synthetic approaches for the construction of aromatic compounds bearing benzylic stereocenters with a defined configuration. With its representative synthetic procedures, organocatalysis and industrial applications it combines a theoretical basis with practical examples, resulting in valuable advice for beginners and experts alike.The ultimate source for every synthetic chemist in academia and industry.

Born in Faenza, Italy, in 1973, Marco Bandini received his BSc in chemistry from the University of Bologna in 1997 and his PhD in 2000 under the supervision of Prof. Achille Umani-Ronchi. That same year he was appointed an assistant professor in the university's Department of Chemistry "G. Ciamician". He has been a visiting researcher at the North Carolina University at Chapel Hill and at the Clean Technology Centre of the University of York, as well as a recipient of the C.I.C.O. Junior Award in 2002 and the "G. Ciamician" Medal in 2005. Dr. Bandini's scientific interests current focus on the development of new chiral homogeneous as well as heterogeneous catalysts for asymmetric transformations. Achille Umani-Ronchi graduated in chemistry in 1960 from the University of Rome, Italy, and has been a Full Professor at the Faculty of Sciences of the University of Bologna since 1980. From 1961 to 1969 he was an assistant at the Politecnico di Milano, before becoming an assistant professor at the University of Bari, carrying out research in organic synthesis with Professor G. Cainelli. In 1964-65 he worked with Professor Duilio Arigoni at ETH, Zurich on enzymatic reactions, and with Professor Jack Lewis at the University of Cambridge on Organometallic chemistry. He was a scientific committee member of I.A.S.O.C. since its foundation until 1990 and in 2002 received a "Premio alla Ricerca" grant from the Italian Chemical Society for the relevant results obtained in the area of synthetic organic chemistry followed by the "Piero Pino" gold medal from SCI for excellent results in asymmetric catalysis in 2007. Professor Umani-Rochi's current research is centered on the synthesis of new chiral Ligands and their applications to homogeneous and heterogeneous catalysis.

GENERAL ASPECTS AND HISTORICAL BACKGROUND
Introduction
General Aspects and Historical Background
Catalytic Enantioselective FC Reactions: An Introduction
MICHAEL ADDITION
Chelating Alpha, Beta-Unsaturated Compounds
Simple Alpha, Beta-Unsaturated Substrates
Nitroalkenes
ADDITION TO CARBONYL COMPOUNDS
Aldehydes/Ketones
Imines
NUCLEOPHILIC ALLYLIC ALKYLATION AND HYDROARYLATION OF ALLENES
Introduction
Allylic Alkylations
Metallo-Catalyzed Hydroarylation of Allenes
NUCLEOPHILIC SUBSTITUTION ON CSP3 CARBON ATOMS
Ring-Opening of Epoxides
Direct Activation of Alcohols
UNACTIVATED ALKENES
Introduction
Early Studies
Rh(I)-Catalyzed Enantioselective Hydroarylation of Iminoarenes
Pt(II)-Catalyzed Enantioselective Hydroarylation of Alkenylidoles
Au(II)-Catalyzed Enantioselective Hydroarylation of Allenylindoles
Conclusions and Outlook
Experimental: Selected Procedures
CATALYTIC ASYMMETRIC FRIEDEL-CRAFTS ALKYLATIONS IN TOTAL SYNTHESIS
Introduction
Total Synthesis of Indole-Containing Compounds
Total Synthesis of Pyrrole-Containing Compounds
Friedel-Crafts Alkylation of Furan Derivatives in Total Synthesis
Friedel-Crafts Alkylation of Arenes in Total Synthesis
Asymmetric Synthesis of Natural Products Based on Diastereoselective Friedel-Crafts Reactions
INDUSTRIAL FRIEDEL-CRAFTS IN CHEMISTRY
Introduction
Green Chemistry and the Friedel-Crafts Reaction
Heterogeneous Catalysts for the Friedel-Crafts Reaction
Large Scale Hydrocarbon Processing
Conclusions and Perspectives

"Discovered in 1877, and its versatility exploited widely since then, Friedel-Crafts alkylation is well-covered in numerous comprehensive treatises; but editors Bandini and Umani-Ronchi (both affiliated with the U. of Bologna, Italy) perceived a gap in coverage pertaining to a recent and important application in connection with the synthesis of asymmetric, optically active compounds. They have focused this volume on strategies for performing catalytic enantioselective FC alkylation (up to July 2008), with a collection of more representative diastereoselective approaches reported in one chapter. Eight contributions address general aspects and historical background, Michael Addition, addition to carbonyl compounds, nucleophilic allylic alkylation and hydroarylation of allenes, nucleophilic substitution on Csp 3 carbon atoms, unactivated alkenes, catalytic asymmetric Friedel-Crafts alkylations in total synthesis, and industrial Friedel-Crafts chemistry." ( Book News Inc., February 2011)

Erscheint lt. Verlag 24.6.2009
Sprache englisch
Maße 170 x 240 mm
Gewicht 740 g
Themenwelt Naturwissenschaften Chemie Organische Chemie
Schlagworte catalysis • Chemie • Chemische Synthese • Chemistry • Coordination Chemistry • Katalyse • Koordinationschemie • Methods - Synthesis & Techniques • Methods - Synthesis & Techniques • Organic Chemistry • Organische Chemie • Organische Chemie / Methoden, Synthesen, Verfahren
ISBN-10 3-527-32380-5 / 3527323805
ISBN-13 978-3-527-32380-7 / 9783527323807
Zustand Neuware
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