210580-12-4Relevant articles and documents
Highly stereoselective syntheses of syn- and anti-1,2-amino alcohols
Hoffman, Robert V.,Maslouh, Najib,Cervantes-Lee, Francisco
, p. 1045 - 1056 (2007/10/03)
The reduction of N-protected amino ketones can be carried stereoselectively to produce either the syn- or anti-amino alcohol diastereomer. Carbamate-protected amino ketones can be reduced predictably and selectively to anti-amino alcohols with LiAlH(O-t-Bu)3 in ethanol at -78°C. N-Trityl-protected amino ketones can be reduced selectively to syn-amino alcohols with LiAlH(O-t-Bu)3 in THF at -5°C.
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%).
A stereocontrolled synthesis of monofluoro ketomethylene dipeptide isosteres
Huffman, Robert V.,Junhua, Tao
, p. 4195 - 4198 (2007/10/03)
A simple, stereocontrolled synthesis of monofluoro ketomethylene dipeptide isosteres has been developed. The method is short (6 steps) and diastereoselective (85-95% de) and enantioselective (>95% ee).