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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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
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Language:English
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cited_by cdi_FETCH-LOGICAL-a292t-f691d81fc746a96027cc3f4401abd41e65c65ff0750cddb7c8bdfe8345e9550f3
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description 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.
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title 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
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