70471-32-8Relevant academic research and scientific papers
A new strategy for the synthesis of α-difluoromethyl-substituted α-hydroxy and α-amino acids
Osipov, Sergey N.,Golubev, Alexander S.,Sewald, Norbert,Michel, Thomas,Kolomiets, Alexey F.,Fokin, Alexander V.,Burger, Klaus
, p. 7521 - 7528 (2007/10/03)
A new method for the preparation of α-chlorodifluoromethyl-, α-bromodifluoromethyl-, and α-difluoromethyl-substituted α-hydroxy and α-amino acid esters 11, 19-21 is described. The key step of the synthesis is the regioselective alkylation of ketones 5, 7-9 and imines 16-18 with C-nucleophiles. The ketones 7-9 are readily available from 3,3,3-trifluorolactate 1 by a five-step procedure. Subsequent removal of the protecting groups from 19-21 provides the corresponding free amino acids 25, 26, 28.
