Abstract
A method for the preparation of α-fluoro-β-hydroxyphenones
from Mukaiyama aldol reactions of various aldehydes and fluorinated
silyl enolates was reported. The reaction was promoted by TiCl4 and
afforded the desired products in good to excellent yields. The relative
stereochemistry of the products was determined by X-ray analysis
of single crystals of syn -2-fluoro-3-hydroxy-2-methyl-1,3-diphenylpropan-1-one
and anti -2-fluoro-3-hydroxy-2,4,4-trimethyl-1-phenylpentan-1-one.
Key words
aldol reaction - Lewis acids - fluorine - enols - aldehydes
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