850996-94-0Relevant articles and documents
Highly efficient approach to orthogonally protected (2S,4R)- and (2S,4S)-4-hydroxyornithine
Paintner, Franz F.,Allmendinger, Lars,Bauschke, Gerd,Klemann, Patricia
, p. 1423 - 1426 (2005)
(Chemical Equation Presented) A concise stereoselective approach to both orthogonally protected (25,4A)- and (2S,4S)-4-hydroxyornithine, key constituents of the biphenomycin-and clavalanine-type antibiotics, respectively, has been developed. The approach is based on bis(oxazoline) copper(II)-complex-catalyzed diastereoselective Henry reactions of nitromethane with the homoserine-derived aldehyde 6. The synthesis of this versatile chiral building block has been markedly improved.