53796-61-5Relevant articles and documents
Minisci-Type Alkylation of N-Heteroarenes by N-(Acyloxy)phthalimide Esters Mediated by a Hantzsch Ester and Blue LED Light
Li, Jiacheng,Siang Tan, Suan,Kyne, Sara Helen,Wai Hong Chan, Philip
supporting information, p. 802 - 810 (2022/01/11)
A synthetic method that enables the Hantzsch ester-mediated Minisci-type C2-alkylation of quinolines, isoquinolines and pyridines by N-(acyloxy)phthalimide esters (NHPI) under blue LED (light emitting diode) light (456 nm) is described. Achieved under mild reaction conditions at room temperature, the metal-free synthetic protocol was shown to be applicable to primary, secondary and tertiary NHPIs to give the alkylated N-heterocyclic products in yields of 21–99%. On introducing a chiral phosphoric acid, an asymmetric version of the reaction was also realised and provided product enantiomeric excess (ee) values of 53–99%. The reaction mechanism was delineated to involve excitation of an electron-donor acceptor (EDA) complex, formed from weak electrostatic interactions between the Hantzsch ester and NHPI, which generates the posited radical species of the redox active ester that undergoes addition to the N-heterocycle.
Diastereoselectivity in prebiotically relevant 5(4H)-oxazolone-mediated peptide couplings
Beaufils, Damien,Danger, Gregoire,Boiteau, Laurent,Rossi, Jean-Christophe,Pascal, Robert
supporting information, p. 3100 - 3102 (2014/03/21)
A stereochemical study of a potentially prebiotic peptide-forming reaction was carried out as the first part of a systems chemistry investigation of potential paths for symmetry breaking. Substantial diastereomeric excesses result from a fast epimerization of the 5(4H)-oxazolone intermediate in aqueous solution. The Royal Society of Chemistry.
Optimisation and synthesis of libraries derived from phenolic amino acid scaffolds
Morley
, p. 7405 - 7408 (2007/10/03)
Functionalisation of a series of resin bound phenolic amino acids is described, employing Irori technology to produce multidimensional libraries. (C) 2000 Elsevier Science Ltd.
Composition containing a penem or carbapenem antibiotic
-
, (2008/06/13)
Administration of an N-acylated amino acid in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid derivative and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially. The composition may be prepared by simple mixing.