868364-63-0Relevant academic research and scientific papers
A refined synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids
Declerck, Valerie,Aitken, David J.
, p. 587 - 595 (2011)
The synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids has been refined to improve both the efficiency and the simplicity. These improvements provide a shorter and easier access to the racemic cis-cyclobutane β-amino acid core. Derivatization of this material with a chiral non-racemic oxazolidin-2-one allows easy diastereoisomeric separation and presents the advantage of allowing the non-destructive cleavage of the chiral auxiliary either by hydrolysis or by ammonolysis, thus providing an efficacious access to N-protected derivatives of all four stereoisomers of Boc-2-aminocyclobutanecarboxylic acid.
Stereoselective synthesis of all stereoisomers of orthogonally protected cyclobutane-1,2-diamine and some chemoselective transformations
Sans, Marta,Illa, Ona,Ortuno, Rosa M.
, p. 2431 - 2433 (2012/07/13)
The four stereoisomers of protected cyclobutane-1,2-diamine have been prepared in an enantio- and diastereocontrolled manner through stereodivergent synthetic routes starting from a half-ester as a common chiral precursor. Orthogonal protection allows the
[2+2] Photocycloadditions with chiral uracil derivatives: Access to all four stereoisomers of 2-aminocyclobutanecarboxylic acid
Fernandes, Carlos,Gauzy, Christine,Yang, Yi,Roy, Olivier,Pereira, Elisabeth,Faure, Sophie,Aitken, David J.
, p. 2222 - 2232 (2008/03/28)
Starting from a single, chiral, bicyclic derivative of uracil, all four stereoisomers of 2-aminocyclobutanecarboxylic acid have been prepared in enantiomerically pure form, using a synthetic sequence which begins with a key photochemical [2+2] cycloaddition reaction and includes a practical cis to trans β-amino acid isomerisation procedure. Georg Thieme Verlag Stuttgart.
(+)- and (-)-2-aminocyclobutane-1-carboxylic acids and their incorporation into highly rigid β-peptides: Stereoselective synthesis and a structural study
Izquierdo, Sandra,Rua, Federico,Sbai, Abdelouahid,Parella, Teodor,Alvarez-Larena, Angel,Branchadell, Vicenc,Ortuno, Rosa M.
, p. 7963 - 7971 (2007/10/03)
Several derivatives of (+)- and (-)-2-aminocyclobutane-1-carboxylic acid, 1, have been prepared through enantiodivergent synthetic sequences. The stereoselective synthesis of free amino acid (+)-1 has been achieved, and this product has been fully charact
