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Synthesis of α-fluoro-β-hydroxy esters by an enantioselective Reformatsky-type reaction

Synthesis of α-fluoro-β-hydroxy esters by an enantioselective Reformatsky-type reaction

Chemical Communications 48(29): 3500-3502

The first enantioselective Reformatsky-type reaction of ethyl iodofluoroacetate has been accomplished with alkyl aryl ketones. High diastereoselectivities and excellent enantioselectivities for the major diastereomer (93-95% ee) were achieved with large alkyl groups. For smaller alkyl groups the diastereoselectivities were moderate, but excellent enantioselectivities were obtained for both diastereomers (79-94% ee).

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Accession: 056083105

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PMID: 22378486

DOI: 10.1039/c2cc17985g

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