Rhodium(iii)/amine synergistically catalyzed enantioselective Michael addition of cyclic ketones with α,β-unsaturated 2-acyl imidazoles
Literature Information
Publication Date
2018-09-03
DOI
10.1039/C8QO00809D
Impact Factor
5.281
Authors
Yu Du, Qiang Kang
View Original
Abstract
An enantioselective Michael addition of α,β-unsaturated 2-acyl imidazoles with cyclic ketones catalyzed synergistically by a chiral-at-metal Rh(III) complex and a secondary amine has been developed, affording the corresponding adducts with up to 98% yield and 99% ee. The diastereomeric ratios are in the range from 2 : 1 to 10 : 1. In these reactions, the combination of a chiral-at-metal complex and a secondary amine catalyst activates an electrophile and nucleophile separately.
Recommended Journals
Journal of Physics and Chemistry of Solids
Pharmacological Reviews
Proceedings of the National Academy of Sciences of the United States of America
Helvetica Chimica Acta
Pure and Applied Chemistry
Russian Chemical Reviews
European Journal of Wood and Wood Products
Kinetics and Catalysis
Journal of Medicinal Chemistry
Science Progress
Related Literature
Quadruple-allele chemiluminometric assay for simultaneous genotyping of two single-nucleotide polymorphisms
Dimitrios S. Elenis, Penelope C. Ioannou
2009-01-14
Paper
DOI: 10.1039/B818516F
Speciation of Cu(ii) with a flow-through permeation liquid membrane: discrimination between free copper, labile and inert Cu(ii) complexes, under natural water conditions
Peggy Gunkel-Grillon, Jacques Buffle
2008-05-13
Paper
DOI: 10.1039/B802685H
Latent fingerprints analysis using tape-lift, Raman microscopy, and multivariate data analysis methods
Effendi Widjaja
2008-12-24
Paper
DOI: 10.1039/B808259F
In-capillary enrichment, proteolysis and separation using capillary electrophoresis with discontinuous buffers: application on proteins with moderately acidic and basic isoelectric points
Chandra A. Nesbitt, Ken K.-C. Yeung
2008-10-18
Paper
DOI: 10.1039/B812628C
Selective detection of dopamine using a combined permselective film of electropolymerized (poly-tyramine and poly-pyrrole-1-propionic acid) on a boron-doped diamondelectrode
Fengjun Shang, Yali Liu, Sabahudin Hrapovic, Jeremy D. Glennon
2008-12-05
Paper
DOI: 10.1039/B814317J
Use of contactless conductivity detection for non-invasive characterisation of monolithic stationary-phase coatings for application in capillary ion chromatography
Eoin Gillespie, Damian Connolly, Miroslav Macka, Pavel N. Nesterenko
2007-10-02
Paper
DOI: 10.1039/B711350A
Detection of lectin–glycan interaction using high resolution surface plasmon resonance
Kyle J. Foley, Erica S. Forzani, Lokesh Joshi, Nongjian Tao
2008-03-12
Communication
DOI: 10.1039/B719321A
Measuring complexation by single-molecule fluorescence anisotropy
Sean M. Burrows, Dimitri Pappas
2008-04-02
Communication
DOI: 10.1039/B800110C
Broadband terahertz time-domain spectroscopy of drugs-of-abuse and the use of principal component analysis
Andrew D. Burnett, Wenhui Fan, Prashanth C. Upadhya, John E. Cunningham, Michael D. Hargreaves, Tasnim Munshi, Howell G. M. Edwards, Edmund H. Linfield, A. Giles Davies
2009-05-22
Paper
DOI: 10.1039/B817839A
You might also like
Compound Q&A
Is 2-(2-chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) safe?
2-(2-Chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) is generally consi...
7765-11-92-(2-chloroacetamido...
Compound Q&A
Is 2-(Benzyloxy)-5-bromobenzoic acid (CAS: 62176-31-2) safe?
2-(Benzyloxy)-5-bromobenzoic acid can be handled safely if appropriate precautio...
62176-31-22-(Benzyloxy)-5-brom...
Compound Q&A
What is (4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride (CAS: 1159825-48-5)?
(4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride is a chemical compound ...
1159825-48-5(4-Methyl-1,2,5-oxad...
Compound Q&A
What is 2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54-7)?
2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54...
917985-54-72-(5-Hexylthiophen-2...
Compound Q&A
Are there alternatives to 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS: 102771-26-6) in synthesis?
While 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS:...
102771-26-64-(8-Methyl-9H-1,3-d...
Compound Q&A
What is the market or research trend for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine-6-carboxylate (CAS: 851376-80-2)?
The market for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine...
851376-80-2tert-butyl 3-hydroxy...
Compound Q&A
How should waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) be handled?
Waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) should ...
6844-58-23,5-Diamino-1H-pyraz...
Compound Q&A
How is (6-Fluoro-3-pyridinyl)boronic acid (CAS: 351019-18-6) typically synthesized?
(6-Fluoro-3-pyridinyl)boronic acid can be synthesized through the reaction of 6-...
351019-18-6(6-Fluoro-3-pyridiny...
Compound Q&A
What industries use Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9)?
Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9) finds applications in vario...
10065-79-9Dibenzyl carbonimido...
Compound Q&A
What is the market or research trend for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4)?
The market for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4) is g...
74228-83-4(beta,beta,2,3,4,5,6...
Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
1-(5-Bromo-2-fluorophenyl)-2,2,2-trifluoroethanol
CAS Number:
1039827-16-1
Molecular Formula:
C8H5BrF4O
![3,7-Di(1,1':3',1''-terphenyl-5'-yl)-10,11,12,13-tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-ol 5-oxide structure](https://static.chemtradehub.com/structs/135/1352810-38-8-3f10.webp "3,7-Di(1,1':3',1''-terphenyl-5'-yl)-10,11,12,13-tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-ol 5-oxide structure")
3,7-Di(1,1':3',1''-terphenyl-5'-yl)-10,11,12,13-tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-ol 5-oxide
CAS Number:
1352810-38-8
Molecular Formula:
C53H39O4P
Recommended Suppliers
Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.