247134-04-9Relevant articles and documents
Stereoselective synthesis of fluorinated β-aminoacids from ethyl trans- N-benzyl-3-trifluoromethylaziridine-2-carboxylate
Davoli, Paolo,Forni, Arrigo,Franciosi, Chiara,Moretti, Irene,Prati, Fabio
, p. 2361 - 2371 (2007/10/03)
trans-N-Benzyl-3-trifluoromethyl-2-ethoxycarbonylaziridine 2a, easily obtainable in enantiopure forms by CAL-catalysed enzymatic resolution, allowed the regio- and stereoselective synthesis of chiral fluorinated anti- α-functionalised-β-aminoacids, such as trifluoroisoserinates or trifluoro- β-alanine, and trans-3-halo- or 3-hydroxy-β-lactams. Starting from the enantiomerically pure methyl analogue of the title compound, 2c, pure enantiomers of trifluoroisoserine can be obtained in high overall chemical yield. Absolute configurations of optically active β-aminoacids were determined by chemical correlation.