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-dimetylamino-3-phenyl propionate

Add time:07/24/2019    Source:sciencedirect.com

The asymmetric synthesis of homochiral (S)-(+)-ethyl 3-dimethylamino-3-phenyl propionate, via stereoselective Michael addition of lithium dimethylamide to (S)-Z-[(η5-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.

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