The diastereomeric (amino)fluorosilane 2 is prepared from the prochiral (1-naphthyl)phenyldifluorosilane 5 with optically active bis[(R)-1-phenylethyl]amine (3). The two isomers
of 2 can be easily separated due to their large solubility difference in CH3NO2. In addition,
2 undergoes epimerization at the silicon atom in the presence of a catalytic amount of AgF.
Stereospecific methylation and the deamination−fluorination of 2 give the enantiomerically
pure (1-naphthyl)phenylmethylfluorosilane (1).
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