161561-97-3Relevant academic research and scientific papers
Enantiopure 4- and 5-Aminopiperidin-2-ones: Regiocontrolled Synthesis and Conformational Characterization as Bioactive β-Turn Mimetics
Weber, Klaus,Ohnmacht, Ursula,Gmeiner, Peter
, p. 7406 - 7416 (2007/10/03)
Starting from aspartic acid, we synthesized lactam-bridged β- and γ-amino acid equivalents. Using the 1,4-bis-electrophile 1b as a central intermediate, the 4- and 5-aminopiperidin-2-ones 4 and 8, respectively, were approached by regioselective functional
Homo-Freidinger lactams: Stereoselective synthesis of 4-aminopiperidin-2-one derivatives from aspartic acid
Weber, Klaus,Gmeiner, Peter
, p. 885 - 887 (2007/10/03)
Starting from aspartic acid a stereoselective synthesis of enantiomerically pure 4-aminopiperidin-2-ones which can serve as conformationally restrained β-amino acid equivalents in peptidomimetics is described. The synthesis is based on the regioselective
A practical ex-chiral-pool synthesis of β-proline and homo-β-proline
Thomas, Christoph,Orecher, Florian,Gmeiner, Peter
, p. 1491 - 1496 (2007/10/03)
Starting from aspartic acid an efficient synthesis of enantiomerically pure β-proline and homo-β-proline is described. The key step of the synthesis includes formation of the 1,4-biselectrophile 6, followed by rearrangement via the aziridinium intermediate 7 and ring closure to give the pyrrolidinium salt 9a which can serve as a common precursor for both target compounds.
2-Dibenzylaminobutane-1,4-diol: A Versatile Intermediate for a Chirospecific β-amino Acid Synthesis
Gmeiner, Peter,Orecher, Florian,Thomas, Christoph,Weber, Klaus
, p. 381 - 382 (2007/10/02)
Starting from the chiral building block 1, which is readily available from natural aspartic acid, a concise and versatile synthesis of optically active β-amino acids including β-proline derivatives is reported.Regioselective transformations of the 1,4-bis-electrophile 2 are facilitated by an anchimeric participation.
