891202-50-9Relevant academic research and scientific papers
Novel selenium-containing non-natural diamino acids
Caputo, Romualdo,Capone, Stefania,Greca, Marina Della,Longobardo, Luigi,Pinto, Gabriella
, p. 1425 - 1427 (2007)
The general synthesis of a new class of non-natural diamino acids, 2-amino-3-[(2′-aminoalkyl)seleno]propanoic acids, or Se-(aminoalkyl)selenocysteines, is reported. Under the conditions devised, enantiopure N-Boc-protected β-l-iodoamines, which are readil
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.
Synthesis of chiral β-chalcogen amine derivatives and Gram-positive bacteria activity
Vargas, Josimar,Gul, Kashif,Ravanello, Bruno B.,Dornelles, Luciano,Soares, Letiere C.,Rodrigues, Oscar E. D.,Narayanaperumal, Senthil,Alves, Camilla F. S.,Schneider, Taiane,Vaucher, Rodrigo De A.,Santos, Roberto C. V.
supporting information, p. 10444 - 10448,5 (2012/12/12)
Efficient ring opening reaction between aziridines and diphenyl dichalogenides using HCl, Zn° in ionic liquid is disclosed, affording chiral β-chalcogen amines derivatives in good yields under mild reaction condition. The ionic liquid was further reused f
Efficient ring opening of protected and unprotected aziridines promoted by stable zinc selenolate in ionic liquid
Salman, Syed M.,Schwab, Ricardo S.,Alberto, Eduardo E.,Vargas, Josimar,Dornelles, Luciano,Rodrigues, Oscar E. D.,Braga, Antonio L.
supporting information; experimental part, p. 69 - 72 (2011/02/25)
A highly efficient protocol is reported for the synthesis of chiral β-seleno amines via the ring-opening reaction of aziridines. Under neutral conditions, employing a stable phenyl selenolate specie (PhSeZnBr) and (BMIM)BF4 as solvent, β-seleno
Bimetallic system for the synthesis of diorganyl selenides and sulfides, chiral β-seleno amines, and seleno- and thioesters
Gul, Kashif,Narayanaperumal, Senthil,Dornelles, Luciano,Rodrigues, Oscar E.D.,Braga, Antonio Luiz
supporting information; experimental part, p. 3592 - 3596 (2011/07/31)
The bimetallic reagent Sn(II)/Cu(II) in [bmim]BF4 was efficiently used for the cleavage of diaryl diselenides and disulfides and reacts with a variety of organic substrates, such as organic halides, acid chlorides, and β-amino mesylates affording the diorganyl selenides and sulfides within very short reaction times, under mild conditions and with excellent yields, using BMIM-BF4 as a reusable solvent.
Chiral seleno-amines from indium selenolates. A straightforward synthesis of selenocysteine derivatives
Braga, Antonio L.,Schneider, Paulo H.,Paixao, Marcio W.,Deobald, Anna M.,Peppe, Clovis,Bottega, Diana P.
, p. 4305 - 4307 (2007/10/03)
A simple and efficient procedure for the synthesis of chiral β-seleno-amines derivatives from a one-pot indium(I) iodide-mediated aziridine ring opening with diorganoyl diselenides has been developed. As an application, the synthesis of selenocysteine and
Straightforward synthesis of non-natural selenium containing amino acid derivatives and peptides
Braga, Antonio L.,Luedtke, Diogo S.,Paixao, Marcio W.,Alberto, Eduardo E.,Stefani, Helio A.,Juliano, Luiz
, p. 4260 - 4264 (2007/10/03)
A series of non-natural selenium-containing amino acid derivatives and peptides have been synthesized, in a flexible and modular strategy. The peptide coupling reaction between N-protected amino acids and chiral ss-seleno amines afforded the desired products in high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
