1744-89-4Relevant academic research and scientific papers
ω-Transaminases as efficient biocatalysts to obtain novel chiral selenium-amine ligands for Pd-catalysis
Andrade, Leandro H.,Silva, Alexandre V.,Milani, Priscila,Koszelewski, Dominik,Kroutil, Wolfgang
experimental part, p. 2043 - 2051 (2010/07/03)
ω-Transaminases have been evaluated as biocatalysts in the reductive amination of organoselenium acetophenones to the corresponding amines, and in the kinetic resolution of racemic organoselenium amines. Kinetic resolution proved to be more efficient than the asymmetric reductive amination. By using these methodologies we were able to obtain both amine enantiomers in high enantiomeric excess (up to 99%). Derivatives of the obtained optically pure o-selenium 1-phenylethyl amine were evaluated as ligands in the palladium-catalyzed asymmetric alkylation, giving the alkylated product in up to 99% ee.
First dynamic kinetic resolution of selenium-containing chiral amines catalyzed by palladium (Pd/BaSO4) and Candida antartica lipase (CAL-B)
Andrade, Leandro H.,Silva, Alexandre V.,Pedrozo, Eliane C.
scheme or table, p. 4331 - 4334 (2009/10/26)
An efficient method for chemoenzymatic dynamic kinetic resolution of selenium-containing chiral amines (organoselenium-1-phenylethanamines) has been developed, leading to the corresponding amides in excellent enantioselectivities and high isolated yields.
First chemoenzymatic synthesis of organoselenium amines and amides
Andrade, Leandro H.,Silva, Alexandre V.
, p. 1175 - 1181 (2008/09/21)
A series of organoselenium amines have been synthesized and submitted to the enzymatic kinetic resolution by acetylation mediated by CAL-B (Novozym 435) to give the corresponding chiral amides in an enantiomerically pure form. After evaluating the appropriate lipase, solvent, temperature, and lipase/substrate ratio in the kinetic resolution, the chiral organoselenium amides were obtained with enantiomeric excess of up to 99%.
Enantiomerically pure organoseleno-1-arylethanols by enzymatic resolution with Candida antarctica lipase: Novozym 435
Omori, Alvaro T.,Assis, Leonardo F.,Andrade, Leandro H.,Comasseto, Joao V.,Porto, Andre L.M.
, p. 1048 - 1053 (2008/02/08)
Racemic organoseleno-1-arylethanols were prepared by ortho-lithiation of arylethanols, followed by sequential reaction with elemental selenium and alkyl halides and by reaction of either aryldiazonium chlorides with diphenyldiselenide or with lithium and
