scholarly journals A Photo-Enzymatic Cascade to Transform Racemic Alcohols into Enantiomerically Pure Amines

Catalysts ◽  
2019 ◽  
Vol 9 (4) ◽  
pp. 305 ◽  
Author(s):  
Jenő Gacs ◽  
Wuyuan Zhang ◽  
Tanja Knaus ◽  
Francesco G. Mutti ◽  
Isabel W.C.E. Arends ◽  
...  
Keyword(s):  
Aromatic Compounds ◽  
Reductive Amination ◽  
Aerobic Oxidation ◽  
Secondary Alcohols ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Step Procedure ◽  
Wide Range ◽  
Aldehydes And Ketones ◽  
One Step

The consecutive photooxidation and reductive amination of various alcohols in a cascade reaction were realized by the combination of a photocatalyst and several enzymes. Whereas the photocatalyst (sodium anthraquinone-2-sulfonate) mediated the light-driven, aerobic oxidation of primary and secondary alcohols, the enzymes (various ω-transaminases) catalyzed the enantio-specific reductive amination of the intermediate aldehydes and ketones. The system worked in a one-pot one-step fashion, whereas the productivity was significantly improved by switching to a one-pot two-step procedure. A wide range of aliphatic and aromatic compounds was transformed into the enantiomerically pure corresponding amines via the photo-enzymatic cascade.

Construction of α-alkylated amines by Iridium Complexes-Catalyzed One-Step Transfer Hydrogenation of C=C and C=N Bond

Synthesis ◽  
2020 ◽  
Author(s):  
Yanping Xia ◽  
Lu Ouyang ◽  
Jianhua Liao ◽  
Xiao Yang ◽  
Renshi Luo
Keyword(s):  
Reductive Amination ◽  
Transfer Hydrogenation ◽  
Scale Transformation ◽  
Iridium Complexes ◽  
Practical Application ◽  
One Pot ◽  
System A ◽  
Wide Range ◽  
One Step ◽  
Amine Compounds

Hydrogenation of C=C bond and reductive amination is important transformation utilized in chemistry. An efficient and facile one-pot transfer hydrogenation of C=C bond and reductive amination of C=N bond of enones and amines was reported using the iridium complexes as catalysts and formic acid as hydrogen source in aqueous medium, which shows environmentally friendly. In this catalytic system, a wide range of α-alkylated amine compounds were obtained in excellent yields by one-pot transfer hydrogenation of C=C bond and reductive amination. The practical application of this protocol is characterized by gram-scale transformation.

Indium Bromide-catalyzed Unprecedented Hydrogenolysis: A Novel One-Pot Synthesis of Per-O-Acetylated β-carboxymethyl O and S-glycosides

2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Bioactive Molecules ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Stereoselective Glycosylation ◽  
One Pot Synthesis ◽  
Wide Range

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.

One-pot reductive amination of aldehydes and ketones with α-picoline-borane in methanol, in water, and in neat conditions

Tetrahedron ◽  
2004 ◽  
Vol 60 (36) ◽  
pp. 7899-7906 ◽  
Author(s):  
Shinya Sato ◽  
Takeshi Sakamoto ◽  
Etsuko Miyazawa ◽  
Yasuo Kikugawa
Keyword(s):  
Reductive Amination ◽  
One Pot ◽  
Aldehydes And Ketones

scholarly journals Microwave-Assisted Vacuum Synthesis of TiO2 Nanocrystalline Powders in One-Pot, One-Step Procedure

Nanomaterials ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 149
Author(s):  
Enrico Paradisi ◽  
Roberto Rosa ◽  
Giovanni Baldi ◽  
Valentina Dami ◽  
Andrea Cioni ◽  
...  
Keyword(s):  
Photocatalytic Activity ◽  
Sol Gel ◽  
Reaction Medium ◽  
Process Intensification ◽  
Nanocrystalline Powders ◽  
Fast Heating ◽  
One Pot ◽  
Nanoparticle Suspension ◽  
Step Procedure ◽  
One Step

A new method for fast and simple synthesis of crystalline TiO2 nanoparticles with photocatalytic activity was developed by carrying out a classic sol–gel reaction directly under vacuum. The use of microwaves for fast heating of the reaction medium further reduces synthesis times. When the solvent is completely removed by vacuum, the product is obtained in the form of a powder that can be easily redispersed in water to yield a stable nanoparticle suspension, exhibiting a comparable photocatalytic activity with respect to a commercial product. The present methodology can, therefore, be considered a process intensification procedure for the production of nanotitania.

scholarly journals A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor

2009 ◽  
Vol 5 ◽  
Author(s):  
Andrew Bogdan ◽  
D Tyler McQuade
Keyword(s):  
Packed Bed ◽  
Secondary Alcohols ◽  
Great Stability ◽  
Wide Range ◽  
Oxidation Of Alcohols ◽  
Aldehydes And Ketones ◽  
High Yields ◽  
By Products ◽  
Over Time

We demonstrate the preparation and characterization of a simplified packed-bed microreactor using an immobilized TEMPO catalyst shown to oxidize primary and secondary alcohols via the biphasic Anelli-Montanari protocol. Oxidations occurred in high yields with great stability over time. We observed that plugs of aqueous oxidant and organic alcohol entered the reactor as plugs but merged into an emulsion on the packed-bed. The emulsion coalesced into larger plugs upon exiting the reactor, leaving the organic product separate from the aqueous by-products. Furthermore, the microreactor oxidized a wide range of alcohols and remained active in excess of 100 trials without showing any loss of catalytic activity.

One-Pot Reductive Amination of Aldehydes and Ketones with α-Picoline-borane in Methanol, in Water, and in Neat Conditions.

ChemInform ◽  
2004 ◽  
Vol 35 (51) ◽  
Author(s):  
Shinya Sato ◽  
Takeshi Sakamoto ◽  
Etsuko Miyazawa ◽  
Yasuo Kikugawa
Keyword(s):  
Reductive Amination ◽  
One Pot ◽  
Aldehydes And Ketones

scholarly journals One-Step Direct Amination of Nanodiamond Surface and Facile Separation by Viscosity Gradient Centrifugation

2019 ◽  
Author(s):  
Nianshun Yang ◽  
Jean Felix Mukerabigwi ◽  
Xueying Huang ◽  
Yuyang Sun ◽  
Juanxiao Cai ◽  
...  
Keyword(s):  
Gradient Centrifugation ◽  
Mechanochemical Reaction ◽  
Distribution Analysis ◽  
One Pot ◽  
Direct Amination ◽  
Wide Range ◽  
One Step ◽  
Ft Ir ◽  
Synthesis Procedure ◽  
Mechanochemical Reactions

Abstract: The introduction of terminal amine functional group on nanodiamond (ND) surface has been proposed as the key strategy to enable further synthesis of various ND derivatives for a wide range of application including sensors and biomedicine. Nevertheless, it is still challenging to develop a successful synthesis procedure to achieve monodispersed ND-NH2 mostly due to the undesirable high agglomeration effect of ND particles and complex synthetic steps which dramatically limit their practical use. In this work, we demonstrate a facile approach to obtain the direct amination of the ND surface, through a one pot mechanochemical reaction using ball milling in the presence of NH4Cl. To obtain monodispersed ND-NH2, a straightforward process by virtue of viscosity gradient centrifugation is adopted using aqueous polyvinylpyrrolidone (PVP) and glycerol. The results show a successful synthesis of ND-NH2 as evidenced by FT-IR and ζ–potential analysis. Moreover, the aminated ND particles morphology and size distribution analysis by TEM and DLS, respectively, show that using viscosity gradient built from aqueous PVP can achieve a better separation of NDs by size. Therefore, the findings suggested that the application of mechanochemical reactions and viscosity gradient centrifugation can be used to achieve homogeneous and monodispersed functionalized NDs for further specific technical applications.

scholarly journals Demonstration of Redox Potential ofMetschnikowia koreensisfor Stereoinversion of Secondary Alcohols/1,2-Diols

2014 ◽  
Vol 2014 ◽  
pp. 1-5 ◽  
Author(s):  
Vachan Singh Meena ◽  
Linga Banoth ◽  
U. C. Banerjee
Keyword(s):  
Substrate Specificity ◽  
Redox Potential ◽  
Optical Purity ◽  
Cofactor Regeneration ◽  
High Yield ◽  
Secondary Alcohols ◽  
One Pot ◽  
Wide Range ◽  
Multistep Reaction

The present work reports theMetschnikowia koreensis-catalyzed one-pot deracemization of secondary alcohols/1,2-diols and their derivatives with in vivo cofactor regeneration. Reaction is stereoselective and proceeds with sequential oxidation of (R)-secondary alcohols to the corresponding ketones and the reduction of the ketones to (S)-secondary alcohols. Method is applicable to a repertoire of racemic aryl secondary alcohols and 1,2-diols establishing a wide range of substrate specificity ofM. koreensis. This ecofriendly method afforded the product in high yield (88%) and excellent optical purity (>98%ee), minimizing the requirement of multistep reaction and expensive cofactor.

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