Add time:08/05/2019 Source:sciencedirect.com
Novel chiral fluorinated building block, (S)β-chlorodifluoromethyl-β-propiolactone with up to >99% ee was prepared using the Lewis acid catalyzed [2+2]cycloaddition of ketene with chlorodifluoroacetaldehyde followed by enzymatic resolution with a lipase. The lactone thus obtained readily underwent the Friedel-Crafts type acylation with aromatic compounds in the presence of a Lewis acid to afford the corresponding chiral β-hydroxy aryl ketones in good yields.
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