New Catalytic Approaches in the Stereoselective Friedel–Crafts Alkylation Reaction
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- 21 January 2004
- journal article
- review article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 43 (5) , 550-556
- https://doi.org/10.1002/anie.200301679
Abstract
After more than 125 years, the Friedel–Crafts alkylation is still one of the most studied and most utilized reactions in organic synthesis. What is the secret of this astonishing success? Perhaps the great versatility in scope and applicability continues to justify its crucial role in the synthesis of more and more complex molecules. However, it has taken more than a century for asymmetric catalytic versions of this reaction to be developed and subsequently extended to a range of aromatic compounds and alkylating agents. Herein we review recent developments in the design and use of catalytic and stereoselective strategies for the alkylation of aromatic systems and synthesis of a wide range of polyfunctionalized enantiomerically enriched compounds.Keywords
This publication has 41 references indexed in Scilit:
- Kinetic Resolution of Epoxides by a C-C Bond‐Forming Reaction: Highly Enantioselective Addition of Indoles to cis, trans, and meso Aromatic Epoxides Catalyzed by [Cr(salen)] ComplexesAngewandte Chemie, 2003
- Bismuth Nitrate-Catalyzed Versatile Michael ReactionsThe Journal of Organic Chemistry, 2003
- A General Procedure for the Synthesis of 1,3-Bis(indolyl) Compounds via Michael Addition Catalyzed by InBr3/TMSClSynthesis, 2003
- Optically Active Aromatic and Heteroaromatic α-Amino Acids by a One-Pot Catalytic Enantioselective Addition of Aromatic and Heteroaromatic C−H Bonds to α-Imino EstersThe Journal of Organic Chemistry, 2002
- Biphenylphosphine-Palladium(II) Complexes-Catalyzed Friedel-Crafts Reaction for the Synthesis of α-Amino and α-Hydroxy Indolylacetates and DiindolylacetatesSynlett, 2001
- Catalytic enantioselective alkylation of heteroaromatic compounds using alkylidene malonatesChemical Communications, 2001
- Formation of Optically Active Aromaticα-Amino Acids by Catalytic Enantioselective Addition of Imines to Aromatic CompoundsPublished by Wiley ,2000
- Indium Metal and Its Halides in Organic SynthesisEuropean Journal of Organic Chemistry, 2000
- Substituent Effects On Intramolecular Epoxide Cyclizations That Can Competitively Occur at Aromatic or Double Bond Positions1The Journal of Organic Chemistry, 1996
- Welche Strukturen haben Fenestin A und Fenestin B?Angewandte Chemie, 1990