147332-09-0Relevant articles and documents
Stereoselective synthesis of conformationally restricted analogues of aspartic and glutamic acids front endocyclic enecarbamates
Carpes, Marcos Jose S.,Miranda, Paulo Cesar M. L.,Correia, Carlos Roque D.
, p. 1869 - 1872 (2007/10/03)
The stereoselective synthesis of cyclic amino acids incorporating the care framework of aspartic acid and glutamic acids were accomplished from a common intermediate. Oxidative cleavage of an aza-bicyclic-dichlorocyclobutanone/pentanone with Me2CuLi/Ac2O followed by ozonolysis furnished the amino acid derivatives in good overall yields in a three-step sequence. This protocol was also applied to the synthesis of a cis-β-amino acid and to the enantioselective construction of a chimeric amino acid incorporating the basic skeleton of four different naturally occurring amino acids into a single structure.
Generation of α-amino acid homoenolate equivalents. Synthesis of 3-substituted prolines
Moss, William O.,Bradbury, Roben H.,Hales, Neil J.,Gallagher, Timothy
, p. 5653 - 5656 (2007/10/02)
Deprotonation of the N-protected aminoketene-S,S-acetal (6) and reaction of allylic anion (7) with electrophiles leads to adducts (8) which have been converted to 3-substituted prolines (11). Conformationally constrained variants (11d) and (11e) of aspartic and glutamic acid have been prepared.