Construction of spirooxindole-fused spiropyrazolones containing contiguous three stereogenic centres via [3 + 2] annulation utilizing a ferrocene derived bifunctional phosphine catalyst
Literature Information
Publication Date
2020-03-19
DOI
10.1039/D0QO00140F
Impact Factor
5.281
Authors
Wenjun Luo, Bingxuan Shao, Jingyi Li, Xiao Xiao, Dingguo Song, Fei Ling, Weihui Zhong
View Original
Abstract
A ferrocene-derived bifunctional phosphine-catalyzed enantioselective [3 + 2] annulation of γ-substituted allenoates with pyrazoloneyldiene oxindoles is investigated for the construction of spiro-cyclopentene-linked oxindole and pyrazolone compounds, which bear three consecutive stereocenters and two vicinal spiroquaternary chiral centers, in good chemical yields (up to 95%) with excellent regio-, diastereo- (dr > 19 : 1) and enantioselectivities (up to 98% ee).
Recommended Journals
Related Literature
A neutral self-assembled coordination cage organized for inclusion of aromatic guests
Amir H. Mahmoudkhani, Adrien P. Côté, George K. H. Shimizu
2004-10-15
Communication
DOI: 10.1039/B412325E
Flexible enzymatic and chemo-enzymatic approaches to a broad range of uridine-diphospho-sugars
James C. Errey, Balaram Mukhopadhyay, K. P. Ravindranathan Kartha, Robert A. Field
2004-10-13
Communication
DOI: 10.1039/B410184G
A two-step field-induced magnetic transition in a novel layered cobalt diphosphonate
Ping Yin, Song Gao, Li-Min Zheng, Zheming Wang, Xin-Quan Xin
2003-03-31
Communication
DOI: 10.1039/B212674E
Mo2P4O15 – the most complex oxide structure solved by single crystal methods?
Sarah E. Lister, Ivana Radosavljevic Evans, Judith A. K. Howard, Alan Coelho, John S. O. Evans
2004-10-04
Communication
DOI: 10.1039/B408413F
Stereochemistry of contiguous cyclopropane formation from cascade cyclization of a skipped dienyl homoallyl triflate
Christopher M. Lincoln, James D. White, Alexandre F. T. Yokochi
2004-10-28
Communication
DOI: 10.1039/B412811G
Electrical property and water repellency of a networked monolayer film prepared from Au nanoparticles
Hiroshi Shiigi, Yojiro Yamamoto, Hidetaka Yakabe, Shiho Tokonami, Tsutomu Nagaoka
2003-04-02
Communication
DOI: 10.1039/B212226J
Coordination polymers with macrocyclic cages and pockets within their backbones
Moonhyun Oh, Charlotte L. Stern, Chad A. Mirkin
2004-10-08
Communication
DOI: 10.1039/B408084J
Controlled assembly of luminescent racks based on heteroleptic dinuclear lanthanide complexes
M. Margarita Castaño-Briones, Andrew P. Bassett, Linette L. Meason, Peter R. Ashton, Zoe Pikramenou
2004-10-26
Communication
DOI: 10.1039/B412999G
Cyclodehydrogenation of di- and tetra(benzimidazol-2-yl)benzenes to give model heteroaromatic discotic systems
Weicheng Wu, Andrew. C. Grimsdale, Klaus Müllen
2003-04-07
Communication
DOI: 10.1039/B301512M
A new type of bromide anion conducting solid
Nobuhito Imanaka, Yasuhiro Kato
2003-05-02
Communication
DOI: 10.1039/B300691C
You might also like
Compound Q&A
What industries use (1R,3S)-1,3-Cyclopentanediol (CAS: 16326-97-9)?
(1R,3S)-1,3-Cyclopentanediol finds applications in various industries. In the ph...
16326-97-9(1R,3S)-1,3-Cyclopen...
Compound Q&A
What precautions should be taken when handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine (CAS: 637-31-0)?
When handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine, it i...
637-31-0N'-[4-(Dimethylamino...
Compound Q&A
Are there alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine (CAS: 1352318-16-1) in synthesis?
There are several alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine in ...
1352318-16-15-(2,4-Difluoropheny...
Compound Q&A
What regulatory guidelines apply to 1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6)?
1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6) must comply with the Globally...
382141-68-61-(3-Methoxyphenoxy)...
Compound Q&A
Is Tetrodotoxin Citrate (CAS: 18660-81-6) safe?
Tetrodotoxin Citrate is extremely dangerous and should be handled with extreme c...
18660-81-6Tetrodotoxin Citrate
Compound Q&A
What are the main uses of 2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9)?
2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9) i...
225641-84-92-Methyl-2-propanyl ...
Compound Q&A
How should waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) be handled?
Waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) ...
16261-80-64-(2-Hydroxyhexafluo...
Compound Q&A
How is 2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl}carbamate (CAS: 102507-19-7) typically synthesized?
2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl...
102507-19-72-Methyl-2-propanyl ...
Compound Q&A
What is Benzeneethanamine, α-ethyl-, hydrochloride (1:1) (CAS: 20735-15-3)?
Benzeneethanamine, α-ethyl-, hydrochloride (1:1) is an organic compound with the...
20735-15-3Benzeneethanamine, α...
Compound Q&A
Are there alternatives to 3-{(E)-[4-(Dimethylamino)phenyl]diazenyl}benzoic acid (CAS: 20691-84-3) in synthesis?
In the synthesis of compounds similar to 3-{(E)-[4-(Dimethylamino)phenyl]diazeny...
20691-84-33-{(E)-[4-(Dimethyla...
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
![N-[(1S,2R,4S)-2-Amino-4-(dimethylcarbamoyl)cyclohexyl]-N'-(5-chloro-2-pyridinyl)ethanediamide structure](https://static.chemtradehub.com/structs/480/480452-37-7-0898.webp "N-[(1S,2R,4S)-2-Amino-4-(dimethylcarbamoyl)cyclohexyl]-N'-(5-chloro-2-pyridinyl)ethanediamide structure")
N-[(1S,2R,4S)-2-Amino-4-(dimethylcarbamoyl)cyclohexyl]-N'-(5-chloro-2-pyridinyl)ethanediamide
CAS Number:
480452-37-7
Molecular Formula:
C16H22ClN5O3
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.