220081-35-6Relevant articles and documents
A stereocontrolled synthesis of monofluoro ketomethylene dipeptide isosteres
Hoffman, Robert V.,Tao, Junhua
, p. 126 - 132 (2007/10/03)
A simple, stereocontrolled synthesis of monofluoro ketomethylene dipeptide isosteres has been developed. N-Tritylated ketomethylene dipeptide isosteres, prepared from N-tritylated amino acids, are converted to their Z- TMS enol ethers and fluorinated with Selectfluor. There is cooperative stereocontrol between the N-tritylamine group and the alkyl group at C-2. The method is short (six steps), diastereoselective (85 → 95%), and enantioselective (>95%).