Synthesis of Arylzinc Thiolates Containing Perfluoroalkyl Chains. Model Catalyst Precursors for the Enantioselective Zinc-Mediated 1,2-Addition of Dialkylzincs to Aldehydes in Fluorous Biphase Systems

The synthesis of perfluoroalkyl-functionalized arene trimethylsilyl ethers and their conversion to ethylzinc thiolates is described. These compounds have been successfully applied as catalysts in the enantioselective addition of diethylzinc to benzaldehyde. This is the first example of a two-phase o...

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Bibliographic Details
Published in:Organic letters 1999-09, Vol.1 (6), p.853-855
Main Authors: Kleijn, Henk, Rijnberg, Evelien, Jastrzebski, Johann T. B. H, van Koten, Gerard
Format: Article
Language:English
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Summary:The synthesis of perfluoroalkyl-functionalized arene trimethylsilyl ethers and their conversion to ethylzinc thiolates is described. These compounds have been successfully applied as catalysts in the enantioselective addition of diethylzinc to benzaldehyde. This is the first example of a two-phase organic/perfluorous enantioselective catalytic system.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9907320