136828-10-9Relevant academic research and scientific papers
Synthesis of γ-oxo α-amino acids from L-aspartic acid
Golubev, Alexander S.,Sewald, Norbert,Burger, Klaus
, p. 14757 - 14776 (2007/10/03)
The synthesis of different γ-oxo α-amino acids from hexafluoroacetone protected L-aspartic acid chloride 1 via Stille cross coupling reaction is described. Stille reaction of 1 with vinyltributyltin followed by Lewis acid catalyzed intramolecular Michael addition provides access to 4-substituted pipecolic acid derivatives. An efficient synthesis of 5-hydroxy-4-oxo-L-norvaline 7 and a new approach to the 4-oxo-L-ornithine skeleton starting from 1 have been elaborated.
Hexafluoroacetone as Protecting Group and Activation Reagent in Amino Acid and Peptide Chemistry, 7. - Synthesis of γ-Oxo α-Amino Acid Derivatives from Aspartic Acid
Burger, Klaus,Rudolph, Martin,Neuhauser, Horst
, p. 1365 - 1368 (2007/10/02)
Optically pure γ-oxo α-amino acids are obtained on reaction of acid chloride 2 with aromatic and heteroaromatic compounds under Friedel-Crafts conditions.Key Words: Aspartic acid / Hexafluoroacetone / Friedel-Crafts acylation / γ-Oxo α-amino acids / Amino
