![[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol structure](https://static.chemtradehub.com/structs/278/278597-30-1-5c79.webp "[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol structure")
[3-(2,6-Dichlorophenyl)-5-isopropyl-1,2-oxazol-4-yl]methanol
CAS Number:
278597-30-1
Molecular Formula:
C13H13Cl2NO2
Asymmetric hydrogenation of α-hydroxy ketones with an iridium/f-amphox catalyst: efficient access to chiral 1,2-diols
Literature Information
Publication Date
2017-01-09
DOI
10.1039/C6QO00810K
Impact Factor
5.281
Authors
Weilong Wu, Yun Xie, Pan Li, Xiuxiu Li, Yuanhua Liu, Xiu-Qin Dong
View Original
Abstract
We successfully applied tridentate f-amphox ligands to the iridium-catalytic asymmetric hydrogenation of various α-hydroxy ketones to afford the corresponding chiral 1,2-diols with excellent results (almost all products up to 99% yield and >99% ee). The resulting chiral 1,2-diols and their derivatives are important synthetic and pharmaceutical intermediates. Our catalytic system displayed extremely high activity, achieving up to 1 000 000 turnover number (TON). The great performance of this asymmetric hydrogenation makes the preparation of various chiral 1,2-diols highly practical with great potential.
Related Literature
Catalytic reduction of nitro-group terminated monolayers by Ag nanoparticles; a novel strategy for site-selective patterning of organic monolayers
Yeoung Uk Seo, Seung Joon Lee, Kwan Kim
2004-02-23
Communication
DOI: 10.1039/B400635F
Molecular satellite dishes: attaching parabolic and planar arenes to heterofullerenes
Frank Hauke, Stefan Atalick, Dirk M. Guldi, James Mack, Lawrence T. Scott, Andreas Hirsch
2004-02-23
Communication
DOI: 10.1039/B316139K
A highly regio- and stereoselective transition metal-catalyzed hydrosilylation of terminal alkynes under ambient conditions of air, water, and room temperature
Wei Wu, Chao-Jun Li
2003-06-06
Communication
DOI: 10.1039/B302259E
Highly oriented aragonitenanocrystal–biopolymer composites in an aragonite brick of the nacreous layer of Pinctada fucata
Kazuyuki Takahashi, Hitoshi Yamamoto, Akira Onoda, Mototsugu Doi, Takashi Inaba, Masahiko Chiba, Atsuko Kobayashi, Takahisa Taguchi, Taka-aki Okamura, Norikazu Ueyama
2004-03-18
Communication
DOI: 10.1039/B315478E
Phosphonium ionic liquids as reaction media for strong bases
Taramatee Ramnial, Daisuke D. Ino, Jason A. C. Clyburne
2004-12-10
Communication
DOI: 10.1039/B411646A
A facile route to a highly stabilized hierarchical hybrid of titania nanotube and gold nanoparticle
Jianguo Huang, Toyoki Kunitake
2004-03-22
Communication
DOI: 10.1039/B401071J
Mild and efficient palladium(ii)-catalyzed racemization of allenes
Attila Horváth, Jan-E. Bäckvall
2004-03-09
Communication
DOI: 10.1039/B316482A
Pre-organization induced synthesis of a crossed alkene-bridged nisin Z DE-ring mimic by ring-closing metathesis
Nourdin Ghalit, Dirk T. S. Rijkers, Johan Kemmink, Cees Versluis, Rob M. J. Liskamp
2004-12-02
Communication
DOI: 10.1039/B415555F
Calix[4]bipyrrole—a big, flexible, yet effective chloride-selective anion receptor
Jonathan L. Sessler, Deqiang An, Won-Seob Cho, Vincent Lynch
2004-12-08
Communication
DOI: 10.1039/B412737D
You might also like
Compound Q&A
What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?
When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...
40716-16-34-Methyl-6-(trifluor...
Compound Q&A
What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?
4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...
405058-00-64-(3,5-Difluoropheny...
Compound Q&A
How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?
5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...
338982-07-35-{[4-(Trifluorometh...
Compound Q&A
What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?
The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...
6317-57-34-Benzylaniline hydr...
Compound Q&A
Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?
[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...
871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A
What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?
3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...
115929-62-93-Bromo-2,5-dimethox...
Compound Q&A
What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?
N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...
915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A
What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?
This compound is primarily used in the pharmaceutical industry for the synthesis...
24828-96-4Carbamic acid, N-[(5...
Compound Q&A
How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?
2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...
1298101-47-92-Methyl-2-propanyl ...
Compound Q&A
What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?
Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...
367-33-9Ethyl 2-bromo-4,4,4-...
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
5,10,15,20-tetrakis(4-boronic acid pinacol ester phenyl) porphyrin
CAS Number:
1332748-00-1
Molecular Formula:
C68H74B4N4O8
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.