834898-10-1Relevant articles and documents
Decarboxylative Radical Addition to Methylideneoxazolidinones for Stereocontrolled Synthesis of Selectively Protected Diamino Diacids
Annadate, Ritesh,Beadle, Jonathan,Hsiao, Yu-Ting,Pascoe, Cameron,Vederas, John C.
supporting information, p. 7270 - 7273 (2021/10/01)
Syntheses of stereochemically pure and selectively protected diamino diacids can be achieved by redox decarboxylation of distal N-hydroxyphthalimide esters of protected aspartic, glutamic or α-aminoadipic acids via radical addition to methylideneoxazolidinones. The products are useful for solid-supported syntheses of robust bioactive carbocyclic peptide analogs. Yields of reactive primary radical addition are superior to those of more stabilized radicals, and the reaction fails if the alkylideneoxazolidinone has a methyl substituent on its terminus (i.e., 13a/13b).
Design, synthesis, and structural analysis of D, L -mixed polypyrrolinones. 2. Macrocyclic hexapyrrolinones
Smith III, Amos B.,Xiong, Hui,Charnley, Adam K.,Brenner, Meinrad,Mesaros, Eugen F.,Kenesky, Craig S.,Di Costanzo, Luigi,Christianson, David W.,Hirschmann, Ralph
supporting information; experimental part, p. 2994 - 2997 (2010/08/19)
The design, synthesis, and structural analysis of two macrocyclic d,l-alternating hexapyrrolinones have been achieved. These cyclic peptide mimics adopt a flat, hexagonal conformation, stabilized by intramolecular hydrogen bonding between adjacent pyrrolinone rings. Extensive NMR studies and X-ray analysis reveal, respectively, that the macrocyclic hexapyrrolinones aggregate in solution and in the solid state form staggered stacked nanotube-like assemblies.