Abstract
Over the last few decades, the catalytic asymmetric Friedel-Crafts alkylation has become a powerful strategy that provides enantioenriched structural motifs of established value in medicinal chemistry or complex target synthesis. While the traditionally chiral Lewis-acid catalyzed Friedel-Crafts alkylation has been extensively reviewed in the literature, we focused this review on the recent advances on organocatalytic Friedel-Crafts alkylations. According to activation modes, this review is divided into three main sections, including 1) alkylations via iminium catalysis, 2) alkylations via SOMO catalysis, and 3) alkylations by chiral hydrogen-bond donors.
Keywords: Organocatalysis, Friedel-Crafts alkylation, iminium catalysis, SOMO catalysis, hydrogen-bonding catalysis, Enantioselective, chiral amine catalysts, organometallic/bioorganic methods, carbon-carbon, carbon-heteroatom, α β-unsaturated aldehydes, organic synthesis, Alkylation with Enals, covalent, alkylation chemistry
Current Organic Chemistry
Title: Enantioselective Organocatalytic Friedel-Crafts Alkylations
Volume: 15 Issue: 24
Author(s): Hai-Hua Lu, Fen Tan and Wen-Jing Xiao
Affiliation:
Keywords: Organocatalysis, Friedel-Crafts alkylation, iminium catalysis, SOMO catalysis, hydrogen-bonding catalysis, Enantioselective, chiral amine catalysts, organometallic/bioorganic methods, carbon-carbon, carbon-heteroatom, α β-unsaturated aldehydes, organic synthesis, Alkylation with Enals, covalent, alkylation chemistry
Abstract: Over the last few decades, the catalytic asymmetric Friedel-Crafts alkylation has become a powerful strategy that provides enantioenriched structural motifs of established value in medicinal chemistry or complex target synthesis. While the traditionally chiral Lewis-acid catalyzed Friedel-Crafts alkylation has been extensively reviewed in the literature, we focused this review on the recent advances on organocatalytic Friedel-Crafts alkylations. According to activation modes, this review is divided into three main sections, including 1) alkylations via iminium catalysis, 2) alkylations via SOMO catalysis, and 3) alkylations by chiral hydrogen-bond donors.
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Cite this article as:
Lu Hai-Hua, Tan Fen and Xiao Wen-Jing, Enantioselective Organocatalytic Friedel-Crafts Alkylations, Current Organic Chemistry 2011; 15 (24) . https://dx.doi.org/10.2174/138527211798109196
DOI https://dx.doi.org/10.2174/138527211798109196 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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