An efficient enantioselective fluorination of various beta-ketoesters catalyzed by chiral palladium complexes.

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作者：

Y Hamashima，K Yagi，H Takano，L Tamás，M Sodeoka

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摘要：

Reflecting the importance of fluorinated organic compounds in medicinal chemistry, development of an efficient method for catalytic enantioselective fluorination is increasingly desirable. Using a novel palladium complex 2 (1-2.5 mol %), various beta-ketoesters including cyclic and acyclic substrates were fluorinated with excellent enantioselectivity in the range of 83-94% ee. It is environmentally advantageous that this reaction proceeds well in solvents such as EtOH, rather than usual organic solvents. Furthermore, the product was successfully tranformed into both alpha-fluoro beta-hydroxy and beta-amino acid derivatives, which should be extremely useful in developing novel drugs.

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关键词：

halogenation diastereoselective syntheses, enantioselective syntheses (incl. cis/trans‐isomerism halogenated carboxylic acids and esters (acyclic compounds halogenated carboxylic acids and esters (benzene compounds cyclohexane derivatives cyclopentane derivatives indan derivatives

DOI：

10.1002/chin.200316056

被引量：

632

年份：

2003