From nitrogen inversion in amines to stereoinversion in aminium salts: role of a single water molecule
Sign Up to like & getrecommendations! Published in 2017 at "Theoretical Chemistry Accounts"
DOI: 10.1007/s00214-017-2090-2
Abstract: Contrary to the chiral inversion known in amines (R3N with R being an alkyl group), the stereoinversion in corresponding aminium salts (R3NH+, the protonated amine) is highly unlikely because of a high reaction barrier. A… read more here.
Keywords: inversion; stereoinversion; water molecule; aminium ... See more keywords
Synthesis of Mechanically Planar Chiral rac-[2]Rotaxanes by Partitioning of an Achiral [2]Rotaxane: Stereoinversion Induced by Shuttling.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02043
Abstract: Mechanically planar chiral [2]rotaxanes were synthesized by the introduction of bulky pyrrole moieties into the axle component of an achiral [2]rotaxane. The enantiomers were separated by chiral HPLC. The shuttling of the ring component between… read more here.
Keywords: synthesis mechanically; achiral rotaxane; stereoinversion; mechanically planar ... See more keywords
Predicting Reaction Mechanisms for the Threonine-Residue Stereoinversion Catalyzed by a Dihydrogen Phosphate Ion
Sign Up to like & getrecommendations! Published in 2022 at "ACS Omega"
DOI: 10.1021/acsomega.2c00372
Abstract: The stereoinversion of amino acid residues in proteins is considered to trigger various age-related diseases. Serine (Ser) residues are relatively prone to stereoinversion. It is assumed that threonine (Thr) residues also undergo stereoinversion, which results… read more here.
Keywords: thr residue; stereoinversion catalyzed; residue stereoinversion; stereoinversion ... See more keywords