Assignment of the Absolute Configuration to Winterstein's Acid, R-3-Dimethylamino-3-phenyl Propionic Acid, by the Asymmetric Synthesis of Homochiral (S)-(+)-Ethyl 3-Dimethylamino-3-phenyl Propionate
The asymmetric synthesis of homochiral (S)-(+)-ethyl 3-dimethylamino-3-phenyl propionate, via stereoselective Michael addition of lithium dimethylamide to (S)-Z-5-C5H5)-Fe(CO)(PPh3)COCH=CHPh> and oxidative decomplexation, establishes the absolute configuration of Winterstein's acid 3-dimethylamino-3-phenyl propionic acid derived from Taxine B, as R.
Davies, Stephen G.,Dupont, Jairton,Easton, Robert J. C.
Action d'organometalliques fonctionnels sur des gem-aminoethers et des sels d'immonium. I. Synthese d'amines α- ou β-fonctionnelles difficilement accessibles par reaction de Mannich
Some α- or β-functional amines which are difficult to obtain by Mannich reaction can be easily prepared from organomagnesium or organozinc functional derivatives and gem-aminoethers or immonium salts.
Courtois, Gilles,Miginiac, Philippe
p. 395 - 400
(2007/10/02)
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