- Synthesis of Optically Active α-Trifluoromethylamines by Rearrangement of β-Amino-α-trifluoromethyl Alcohols
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The synthesis of various optically active α-trifluoromethylamines has been realized from β-amino-α-trifluoromethyl alcohols via an aziridinium ion intermediate under kinetic conditions.
- Neouchy, Zeina,Gomez Pardo, Domingo,Cossy, Janine
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p. 6017 - 6021
(2018/09/25)
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- Diastereoselective synthesis of β-amino-α-(trifluoromethyl) alcohols from homochiral α-dibenzylamino aldehydes
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Homochiral α-dibenzylamino aldehydes, prepared from the corresponding α-amino acids, react with trimethyl(trifluoromethyl)silane in THF at 0 °C to afford, in good yields and dr, β-amino-α-(trifluoromethyl) alcohols; anti diastereomers were formed as major products in the trifluoromethylation reaction whereas syn diastereomers were obtained as single isomers in a two-step procedure. Swern oxidation of the mixtures formed in the trifluoromethylation leads to the corresponding α-dibenzylamino trifluoromethyl ketones which undergo diastereoselective reduction with sodium borohydride. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
- Andres, Jose M.,Pedrosa, Rafael,Perez-Encabo, Alfonso
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p. 1558 - 1566
(2007/10/03)
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