96163-05-2Relevant academic research and scientific papers
Laccase/2,2,6,6-tetramethylpiperidinoxyl radical (TEMPO): An efficient catalytic system for selective oxidations of primary hydroxy and amino groups in aqueous and biphasic media
Díaz-Rodríguez, Alba,Martínez-Montero, Lía,Lavandera, Iván,Gotor, Vicente,Gotor-Fernández, Vicente
, p. 2321 - 2329 (2014/07/21)
Copper salts/2,2,6,6-tetramethylpiperidinoxyl radical (TEMPO) catalytic systems enable efficient aerobic oxidations of primary alcohols but they generally show a reduced reactivity in aqueous medium. Herein, we report an oxidative catalytic system composed of Trametes versicolor laccase and TEMPO, which is able to work in buffer solutions at room temperature using ambient air. Although this catalytic system displays great efficiency in aqueous systems, the addition of methyl tert-butyl ether allows the reduction of TEMPO loading, also enhancing the solubility of hydrophobic compounds. This practical methodology promotes the chemoselective aerobic oxidation of hydroxy or amino groups, leading to interesting organic derivatives such as aldehydes, lactones, hemiaminals or lactams.
MICROBIOLOGICAL TRANSFORMATION OF NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS. 3. MICROBIOLOGICAL SYNTHESIS OF HYDROXY DERIVATIVES OF 1-BENZOYLPIPERIDINE AND 1-BENZOYLPYRROLIDINE
Parshikov, I.A.,Modyanova, L.V.,Dovgilivich, E.V.,Terent'ev, P.B.,Vorob'eva, L.I.,Grishina, G.V.
, p. 159 - 162 (2007/10/02)
The microbiological transformation of 1-benzoylpiperidine and 1-benzoylpyrrolidine by cultures of the fungi Aspergillus niger VKM F-1119 and Cunninghamella verticillata VKPM F-430 proceeds regio- and stereospecifically and leads respectively to the 4- and
Electroorganic Chemistry. Part 80. α-Hydroxylation of N-Acylated Cyclic Amines and Utilization of the Products as Amino Aldehyde Equivalents
Shono, Tatsuya,Matsumura, Yoshihiro,Kanazawa, Takenobu,Habuka, Masahiro,Uchida, Kenshi,Toyoda, Katsuya
, p. 2876 - 2889 (2007/10/02)
A general method for the transformation of N-acylated cyclic amines (1) to amino aldehydes (4) was exploited.N-Benzoyl- or N-alkoxycarbonyl-α-methoxyamines (2) were prepared by anodic reaction of (1) in methanol.Treatment of (2) with dilute hydrochloric acid gave the corresponding α-hydroxylated compounds (3) which are amino aldehydes equivalents.The reaction of (3) with methoxycarbonylmethylenetriphenylphosphorane yielded ω-amino-α,β-unsaturated esters in satisfactory yields.
