Efficient preparation of Ellman’s imines from trifluoromethyl ketones promoted by zirconium(IV) tert-butoxide
摘要:
An efficient synthesis of chiral N-tert-butanesulfinyl trifluoromethyl ketimines by using zirconium(IV) tert-butoxide is described. Compared to conventional titanium(IV) ethoxide, this protocol gave better result especially for sterically hindered ketones. In addition to the high reactivity, a high degree of enantiopurity of the N-tert-butanesulfinyl group is retained. (C) 2013 Elsevier Ltd. All rights reserved.
Asymmetric synthesis of the 9-anthracenyl analogues of 1-phenylethylamine and 2,2,2-trifluoro-1-phenylethylamine was achieved via nucleophilic addition to the corresponding N-(tert-butylsulfinyl)imine. amines - asymmetric synthesis - chiral auxiliaries - tert-butanesulfinamide - trifluoromethyl compounds