697754-05-5Relevant academic research and scientific papers
Diastereoselective synthesis of β-amino-α-(trifluoromethyl) alcohols from homochiral α-dibenzylamino aldehydes
Andres, Jose M.,Pedrosa, Rafael,Perez-Encabo, Alfonso
, p. 1558 - 1566 (2007/10/03)
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.
