Indium-Promoted Reformatsky Reaction: A Straightforward Access to β‑Amino and β‑Hydroxy α,α-Difluoro Carbonyl Compounds

A versatile and practical methodology to access β-amino and β-hydroxy α,α-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines, affording the corresponding and highly valuab...

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Veröffentlicht in:Journal of organic chemistry 2012-10, Vol.77 (20), p.9277-9285
Hauptverfasser: Poisson, Thomas, Belhomme, Marie-Charlotte, Pannecoucke, Xavier
Format: Artikel
Sprache:eng
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Zusammenfassung:A versatile and practical methodology to access β-amino and β-hydroxy α,α-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines, affording the corresponding and highly valuable gem-difluoro esters. The wide substrate scope highlights the chemoselectivity of the process.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo301873y