Diastereoselective Benzylic Arylation of Tetralins

Diastereoselective Benzylic Arylation of Tetralins

Friedel–Crafts protocols for the intermolecular, trans‐selective benzylic arylation of tetralin systems are described (see scheme). The protocols have broad substrate scope and the use of enantiopure substrates allows the preparation of trans‐aryl‐substituted tetralins in high ee.

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Veröffentlicht in:Chemistry : a European journal 2010-01, Vol.16 (1), p.50-54
Hauptverfasser: Davoust, Marion, Kitching, Jacki A., Fleming, Matthew J., Lautens, Mark
Format: Artikel
Sprache:eng
Schlagworte:
alkylation
Benzyl Compounds - chemistry
benzylic alcohols
carbocations
Catalysis
Chemistry
diastereoselectivity
electrophilic aromatic substitution
Molecular Structure
Stereoisomerism
Substrates
Tetrahydronaphthalenes - chemistry
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Zusammenfassung:Friedel–Crafts protocols for the intermolecular, trans‐selective benzylic arylation of tetralin systems are described (see scheme). The protocols have broad substrate scope and the use of enantiopure substrates allows the preparation of trans‐aryl‐substituted tetralins in high ee.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.200902694