159488-36-5Relevant academic research and scientific papers
Chiral 4,5-Disubstituted Oxazolidin-2-ones: Stereoselective Synthesis of β-Hydroxy-α-amino Acids
Giovanni, Maria Cristina Di,Misiti, Domenico,Zappia, Giovanni,Monache, Giuliano Delle
, p. 475 - 482 (2007/10/03)
The stereocontrolled synthesis of β-hydroxy-α-amino acids from O-benzyl D- and L-serine, by the use of 4,5-disubstituted oxazolidin-2-ones as chiral intermediates, is presented as a suitable alternative to the known procedures.The reported synthesis of both enantiomers of threo-3-hydroxyglutamic acid and (2S,3R)-3-hydroxyproline together with a flexible and stereodivergent preparation of threonine analogues is discussed as an example of the versatility of the present approach.
A Stereoselective Synthesis of threo-3-Hydroxyglutamic Acid
Dell'Uomo, Natalina,Giovanni, Maria C. Di,Misiti, Domenico,Zappia, Giovanni,Monache, Giuliano Delle
, p. 641 - 644 (2007/10/02)
The highly stereoselective iodocyclocarbamation of the chiral Z olefins 6 and 12, derived from the corresponding α-amino acid, yields threo-3-hydroxy-D- and -L-glutamic acid (1 and 2). - Key Words: Amino acids / Glutamic acids / Serine / Iodocyclocarbamation
