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À propos de : Umpolung Reactivity of Difluoroenol Silyl Ethers with Amines andAmino Alcohols. Application to the Synthesis of Enantiopureα-Difluoromethyl Amines and Amino Acids        

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  • Umpolung Reactivity of Difluoroenol Silyl Ethers with Amines andAmino Alcohols. Application to the Synthesis of Enantiopureα-Difluoromethyl Amines and Amino Acids
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  • Difluoroenol silyl ethers, produced in situ from acylsilanes and CF3TMS, react as electrophiles withamines to give difluoroimines, via the corresponding hemiaminal adduct, as evidenced by 19F NMRspectroscopy. Reaction with (R)-phenylglycinol led to 2-difluoromethyloxazolidines. After separation ofthe diastereomers, reduction with LAH and Strecker-type synthesis gave enantiopure α-difluoromethylamines and α-difluoromethyl-α-amino acids, respectively.
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