1744-88-3Relevant academic research and scientific papers
Selenium-containing chalcone derivative Compound 1, synthesis method thereof, and application of Compound 1 in nonalcoholic steatohepatitis-resistant drugs
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, (2019/08/30)
The invention relates to a selenium-containing chalcone derivative Compound 1. The structural formula of the selenium-containing chalcone derivative Compound 1 is shown in the description. The selenium-containing chalcone derivative Compound 1 has nonalco
Oxidation of organoselenium compounds. A study of chemoselectivity of phenylacetone monooxygenase
Andrade, Leandro H.,Pedrozo, Eliane C.,Leite, Henrique G.,Brondani, Patricia B.
, p. 63 - 66 (2012/02/13)
Organoselenium acetophenones oxidation using enzymatic reactions has been developed and chemoselectivity of phenylacetone monooxygenase (PAMO) with selenium-containing ketones has been explored. We discovered that this biocatalyst prefers selenium oxidation, which leads to selenoxide in excellent conversion, over Baeyer-Villiger oxidation.
Synthesis of arylselenide ethers by photoinduced reactions of selenobenzamide, selenourea and selenocyanate anions with aryl halides
Bouchet, Lydia M.,Pe?é?ory, Alicia B.,Argüello, Juan E.
experimental part, p. 969 - 972 (2011/03/20)
Selenobenzamide (-SeCNH(Ph), 1), selenourea ( -SeCNH(NH2), 2) and selenocyanate (-SeCN, 3) anions afford areneselenolate ions (ArSe-) under photostimulation in the presence of tert-butoxide or 2-naphthoxide ions as electron donors (entrainment conditions) in DMSO. In a 'one-pot' procedure, ArSe- anions can be trapped by a subsequent aliphatic nucleophilic substitution giving aryl methyl selenides in good to excellent yields (67-100%). This simple approach is compatible with electron-donating and electron-withdrawing substituents, such as nitro and carbonyl groups.
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.
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
Preparation of chiral organochalcogeno-α-methylbenzyl alcohols via biocatalysis. The role of Daucus carota root
Comasseto, Jo?o V.,Omori, álvaro T.,Porto, André L. M.,Andrade, Leandro H.
, p. 473 - 476 (2007/10/03)
A series of organochalcogeno acetophenones 3 has been submitted to the action of enzymes from Daucus carota root. Some of the chalcogeno ketones tested afforded the chiral organochalcogeno-α-methylbenzyl alcohols 4 in excellent enantiomeric excesses (>99%), under mild and environmentally friendly conditions. The stereoselectivity of the reduction is in accordance with Prelog's rule. Enzymatic kinetic resolution as alternative process was used to obtain the chiral ortho-organochalcogeno-α-methylbenzyl alcohols in excellent enantiomeric excess (>99%).
