Diastereoselective synthesis of cyclic 1, 3-aminoalcohols bearing CF 3 (CCl 3)-groups

NE Shevchenko, GV Röschenthaler, AS Mitiaev…

Index: Shevchenko, Nikolay E.; Roeschenthaler, Gerd-Volker; Mitiaev, Alexander S.; Lork, Enno; Nenajdenko, Valentine G. Journal of Fluorine Chemistry, 2008 , vol. 129, # 7 p. 637 - 644

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Citation Number: 8

Abstract

An aldol-type reaction of cyclic imines and cyclic lactims with carbonyl compounds activated by electron withdrawing trifluoromethyl or trichloromethyl groups proceeded without any catalyst under mild condition. β-Hydroxymethyl substituted cyclic imines or imidates are formed as a result of the reaction. The reduction of the prepared imines leads stereoselectively to the cyclic 1, 3-aminoalcohols. Application of methyl trifluoropyruvate in ...