Details

Catalytic Asymmetric Friedel-Crafts Alkylations


Catalytic Asymmetric Friedel-Crafts Alkylations


1. Aufl.

von: Marco Bandini, Achille Umani-Ronchi, George A. Olah

165,99 €

Verlag: Wiley-VCH
Format: PDF
Veröffentl.: 10.06.2009
ISBN/EAN: 9783527626984
Sprache: englisch
Anzahl Seiten: 317

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Beschreibungen

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.<br> The ultimate source for every synthetic chemist in academia and industry.<br>
GENERAL ASPECTS AND HISTORICAL BACKGROUND<br> Introduction<br> General Aspects and Historical Background<br> Catalytic Enantioselective FC Reactions: An Introduction<br> MICHAEL ADDITION<br> Chelating Alpha, Beta-Unsaturated Compounds<br> Simple Alpha, Beta-Unsaturated Substrates<br> Nitroalkenes<br> ADDITION TO CARBONYL COMPOUNDS<br> Aldehydes/Ketones<br> Imines<br> NUCLEOPHILIC ALLYLIC ALKYLATION AND HYDROARYLATION OF ALLENES<br> Introduction<br> Allylic Alkylations<br> Metallo-Catalyzed Hydroarylation of Allenes<br> NUCLEOPHILIC SUBSTITUTION ON CSP3 CARBON ATOMS<br> Ring-Opening of Epoxides<br> Direct Activation of Alcohols<br> UNACTIVATED ALKENES<br> Introduction<br> Early Studies<br> Rh(I)-Catalyzed Enantioselective Hydroarylation of Iminoarenes<br> Pt(II)-Catalyzed Enantioselective Hydroarylation of Alkenylidoles<br> Au(II)-Catalyzed Enantioselective Hydroarylation of Allenylindoles<br> Conclusions and Outlook<br> Experimental: Selected Procedures<br> CATALYTIC ASYMMETRIC FRIEDEL-CRAFTS ALKYLATIONS IN TOTAL SYNTHESIS<br> Introduction<br> Total Synthesis of Indole-Containing Compounds<br> Total Synthesis of Pyrrole-Containing Compounds<br> Friedel-Crafts Alkylation of Furan Derivatives in Total Synthesis<br> Friedel-Crafts Alkylation of Arenes in Total Synthesis<br> Asymmetric Synthesis of Natural Products Based on Diastereoselective Friedel-Crafts Reactions<br> INDUSTRIAL FRIEDEL-CRAFTS IN CHEMISTRY<br> Introduction<br> Green Chemistry and the Friedel-Crafts Reaction<br> Heterogeneous Catalysts for the Friedel-Crafts Reaction<br> Large Scale Hydrocarbon Processing<br> 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 <sup>3</sup> carbon atoms, unactivated alkenes, catalytic asymmetric Friedel-Crafts alkylations in total synthesis, and industrial Friedel-Crafts chemistry." (<i>Book News Inc.,</i> February 2011)<br /> <br />
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.<br> <br> 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.<br> 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.
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.<br> The ultimate source for every synthetic chemistry in academia and industry.<br> <br> From the contents:<br> <br> * Michael Addition<br> * Addition to Carbonyl Compounds<br> * Allylic Alkylation<br> * Nucleophilic Substitution on Csp3 Carbons<br> * Unactivated Alkenes<br> * Asymmetric Friedel-Crafts Alkylation to Total Synthesis<br> * Industrial Applications<br>

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