The asymmetric synthesis of multisubstituted diquinanes via the domino reaction of electron-deficient enynes

Literature Information

Publication Date 2017-07-05
DOI 10.1039/C7QO00408G
Impact Factor 5.281
Authors

Qian Yao, Lili Lin, Hang Zhang, Han Yu, Qian Xiong, Xiaohua Liu, Xiaoming Feng


View Original

Abstract

A N,N′-dioxide/Y(III) complex catalyzed highly enantioselective domino reaction between electron-deficient enynes and a malonate-derived α,β-unsaturated ester was described. A range of multisubstituted diquinanes were obtained in good yields with excellent ee values (91–98% ee). Moreover, the products could be easily transformed into various chiral [3.3.0]bicycle compounds, which were important skeletons of many biologically active compounds and pharmacologicals.

Related Literature

Ultrafast radiationless transition pathways through conical intersections in photo-excited 9H-adenine

Walid Mohamed Ibrahim Hassan, Wilfredo Credo Chung, Noriyuki Shimakura, Shiro Koseki, Hirohiko Kono

2010-03-31 Paper

DOI: 10.1039/B926102H

Molecular mechanisms of the photostability of life

2010-04-20 Editorial

DOI: 10.1039/C005130F

A study into the effect of subtle structural details and disorder on the terahertz spectrum of crystalline benzoic acid

Ruoyu Li, J. Axel Zeitler, Daniele Tomerini, Lynn F. Gladden, Graeme M. Day

2010-03-29 Paper

DOI: 10.1039/B926536H

Rules and trends of metal cation driven hydride-transfer mechanisms in metal amidoboranes

Dong Young Kim, Han Myoung Lee, Jongcheol Seo, Seung Koo Shin, Kwang S. Kim

2010-04-06 Paper

DOI: 10.1039/B925235E

Supramolecular assembly of glucose oxidase on concanavalin A—modified goldelectrodes

Nuria Queralto, Fernando Battaglini, Omar Azzaroni

2010-06-07 Paper

DOI: 10.1039/C000797H

Dynamic nuclear polarization experiments at 14.1 T for solid-state NMR

Yoh Matsuki, Hiroki Takahashi, Keisuke Ueda, Toshitaka Idehara, Isamu Ogawa, Mitsuru Toda, Hideo Akutsu, Toshimichi Fujiwara

2010-05-10 Paper

DOI: 10.1039/C002268C

Prototropic equilibria in DNA containing one-electron oxidized GC: intra-duplex vs. duplex to solvent deprotonation

Amitava Adhikary, Anil Kumar, Shawn A. Munafo, Deepti Khanduri, Michael D. Sevilla

2010-03-29 Paper

DOI: 10.1039/B925496J

Liquid state DNP using a 260 GHz high power gyrotron

Vasyl Denysenkov, Mark J. Prandolini, Marat Gafurov, Deniz Sezer, Burkhard Endeward, Thomas F. Prisner

2010-05-11 Paper

DOI: 10.1039/C003697H

Synthesis and microstructure of manganese ferrite colloidal nanocrystals

D. Carta, M. F. Casula, P. Floris, A. Falqui, G. Mountjoy, A. Boni, C. Sangregorio, A. Corrias

2010-04-08 Paper

DOI: 10.1039/B922646J

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

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

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.