219639-02-8Relevant academic research and scientific papers
Aziridines ring opening by silyl chalcogenides: A stereoselective access to polyfunctionalized molecules as precursor of sulfurated and selenated heterocycles
Tanini, Damiano,Barchielli, Giulia,Benelli, Francesca,Deglinnocenti, Alessandro,Capperucci, Antonella
, p. 1265 - 1270 (2015)
Aziridines react efficiently with bis(trimethyl)silyl-sulfide and -selenide to afford a direct access to β-amino thiols and selenols. Synthesis of 2,4-disubstituted 1,3-selenazolidines is obtained through reaction of 1,2-amino selenols with aldehydes.
Mild and selective silicon-mediated access to enantioenriched 1,2-mercaptoamines and β-amino arylchalcogenides
Tanini, Damiano,Borgogni, Cosimo,Capperucci, Antonella
supporting information, p. 6388 - 6393 (2019/04/25)
Metal-free ring opening reactions of activated and unactivated aziridines with different silyl chalcogenides are described. Judicious tuning of the reaction conditions enables the synthesis of chiral enantioenriched N-Ts and N-Boc 1,2-mercaptoamines in good yields from the corresponding aziridines and bis(trimethylsilyl)sulfide. N-Protected and N-H unactivated aziridines are efficiently converted into the corresponding β-arylchalcogeno amines upon treatment with suitable arylchalcogenosilanes. The silicon-mediated ring opening reactions proceed with excellent regioselectivity and stereospecificity, allowing to access a wide array of synthetically and biologically valuable enantioenriched chalcogenoamines.
Concepts for ligand design in asymmetric catalysis: A study of chiral amino thiol ligands
Anderson, James C.,Cubbon, Rachel,Harding, Michael,James, Daniel S.
, p. 3461 - 3490 (2007/10/03)
A series of new chiral sulfur-nitrogen chelate ligands, derived from amino acids, has been synthesised rationally. Fruitless experiments into catalytic asymmetric conjugate additions and desymmetrisation of meso- epoxides led us to analyse our ligands in
