Catalytic Asymmetric Friedel–Crafts Alkylations

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.
From the contents:
∗ Michael Addition
∗ Addition to Carbonyl Compounds
∗ Allylic Alkylation
∗ Nucleophilic Substitution on Csp3 Carbons
∗ Unactivated Alkenes
∗ Asymmetric Friedel–Crafts Alkylation to Total Synthesis
∗ Industrial Applications


Spis treści:
Foreword.
Preface.
List of Contributors.
1 General Aspects and Historical Background (Marco Bandini).
1.1 Introduction.
1.2 General Aspects and Historical Background.
1.3 Catalytic Enantioselective FC Reactions: An Introduction.
References.
2 Michael Addition.
2.1 Chelating α,β–Unsaturated Compounds (Jesús M. García, Mikel Oiarbide and Claudio Palomo).
2.2 Simple α,β–Unsaturated Substrates (Giuseppe Bartoli and Paolo Melchiorre).
2.3 Nitroalkenes (Luca Bernardi and Alfredo Ricci).
References.
3 Addition to Carbonyl Compounds.
3.1 Aldehydes/Ketones (Jia–Rong Chen and Wen–Jing Xiao).
3.2 Imines (Shu–Li You).
References.
4 Nucleophilic Allylic Alkylation and Hydroarylation of Allenes (Marco Bandini and Achille Umani–Ronchi).
4.1 Introduction.
4.2 Allylic Alkylations.
4.3 Metallo–Catalyzed Hydroarylation of Allene s.
References.
5 Nucleophilic Substitution on Csp3 Carbon Atoms (Marco Bandini and Pier Giorgio Cozzi).
5.1 Ring–Opening of Epoxides.
5.2 Direct Activation of Alcohols.
References.
6 Unactivated Alkenes (Ross A. Widenhoefer).
6.1 Introduction.
6.2 Early Studies.
6.3 Rh(I)–Catalyzed Enantioselective Hydroarylation of Iminoarenes.
6.4 Pt(II)–Catalyzed Enantioselective Hydroarylation of Alkenylindoles.
6.5 Au(I)–Catalyzed Enantioselective Hydroarylation of Allenylindoles.
6.6 Conclusions and Outlook.
6.7 Experimental: Selected Procedures.
References.
7 Catalytic Asymmetric Friedel–Crafts Alkylations in Total Synthesis (Gonzalo Blay, José R. Pedro and Carlos Vila).
7.1 Introduction.
7.2 Total Synthesis of Indole–Containing Compounds.
7.3 Total Synthesis of Pyrrole–Containing Compounds.
7.4 Friedel–Crafts Alkylation of Furan Derivatives in Total Synthesis.
7.5 Friedel–Crafts Alkylation of Arenes in Total Synthesis.
7.6 Asymmetric Synthesis of Natural Products Based on Diastereoselective Friedel–Crafts Reactions.
References.
8 Industrial Friedel–Crafts Chemistry (Duncan J. Macquarrie).
8.1 Introduction.
8.2 Green Chemistry and the Friedel–Crafts Reaction.
8.3 Heterogeneous Catalysts for the Friedel–Crafts Reaction.
8.4 Large Scale Hydrocarbon Processing.
8.5 Conclusions and Perspectives.
References.
Index.

Nota biograficzna:
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 Hi ll 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.


Okładka tylna:
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.
From the contents:
∗ Michael Addition
∗ Addition to Carbonyl Compounds
∗ Allylic Alkylation
∗ Nucleophilic Substitution on Csp3 Carbons
∗ Unactivated Alkenes
∗ Asymmetric Friedel–Crafts Alkylation to Total Synthesis
∗ Industrial Applications