Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Alkyl Ethers: Enantioselective Synthesis of Diarylethanes

Secondary benzylic ethers undergo stereospecific substitution reactions with Grignard reagents in the presence of nickel catalysts. Reactions proceed with inversion of configuration and high stereochemical fidelity. This reaction allows for facile enantioselective synthesis of biologically active di...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2011-01, Vol.133 (3), p.389-391
Main Authors: Taylor, Buck L. H, Swift, Elizabeth C, Waetzig, Joshua D, Jarvo, Elizabeth R
Format: Article
Language:English
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Summary:Secondary benzylic ethers undergo stereospecific substitution reactions with Grignard reagents in the presence of nickel catalysts. Reactions proceed with inversion of configuration and high stereochemical fidelity. This reaction allows for facile enantioselective synthesis of biologically active diarylethanes from readily available optically enriched carbinols.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja108547u