A novel calix[4]arene-based bifunctional squaramide organocatalyst for enantioselective Michael addition of acetylacetone to nitroolefins

Literature Information

Publication Date 2016-04-12
DOI 10.1039/C6QO00135A
Impact Factor 5.281
Authors

Ummu Vural, Mustafa Durmaz, Abdulkadir Sirit


View Original

Abstract

A new chiral calix[4]arene-based organocatalyst 3 bearing bis-squaramide moieties was designed and synthesized from p-tert-butylcalix[4]arene. This bifunctional squaramide organocatalyst was used in the enantioselective conjugate addition of acetylacetone to β-nitrostyrenes. The corresponding adducts were obtained in good to excellent yields with high enantioselectivities (up to 94% ee).

Related Literature

Syntheses of 3H-1,2,4-triazol-3-ones by copper-promoted oxidative N–N bond formation of amidines with isocyanates

Baihui Liang, Xiangya Cai, JingYu Liu, Jie Huang, Youzhi Chen, Haiyin Deng, Quanquan Zhou, Tianxiang Chen, Xiuwen Chen, Zhongzhi Zhu

2023-11-21 Research Article

DOI: 10.1039/D3QO01565C

Metal-free visible light-induced cross-dehydrogenative coupling of benzocyclic imines with water/P(O)H compounds: efficient access to functionalized benzazepines/ones

Luping Feng, Yu Qin, Xinhui Mu, Xuqing Zhong, Zhouyu Wang, Jingfang Li

2023-10-18 Research Article

DOI: 10.1039/D3QO01609A

Pd-catalyzed vinyl C–H amination with diaziridinone

Jianjun Wang, Huiying Hong, Daguo Hu, Jieling Liu, Wei Liu, Yian Shi

2023-11-23 Research Article

DOI: 10.1039/D3QO01472J

Enantio- and diastereoselective conjugate addition of pyridyl alkyl ketones to enones by Cu(ii)-Lewis acid/Brønsted base catalysis

Soojin Kwak, Minhyeok Lee, Eunji Sim, Sarah Yunmi Lee

2023-12-06 Research Article

DOI: 10.1039/D3QO01707A

Radical-triggered base-free 1,3-C → C migrations: chemodivergent synthesis of cyclic imines from N-allyl enamines

Baihui Zheng, Junsheng Zhi, Nan Wang, Dandan Zhang, Hisashi Shimakoshi, Yifei Li, Qun Liu, Ling Pan

2023-12-19 Research Article

DOI: 10.1039/D3QO01849K

Front cover

2023-12-20 Cover

DOI: 10.1039/D4QO90001D

Pulsed electrolysis: enhancing primary benzylic C(sp3)–H nucleophilic fluorination

Alexander P. Atkins, Atul K. Chaturvedi, Joseph A. Tate, Alastair J. J. Lennox

2023-12-13 Research Article

DOI: 10.1039/D3QO01865B

Diastereoselective 1,2-difunctionalization of 1,3-enynes enabled by merging photoexcited Hantzsch ester with chromium catalysis

Jia Wu, Xiangyun Xu, Chongwen Duan, Shan Chen, Dan Wang, Likui Fang, Weiyang Tang, Fusheng Li

2023-10-20 Research Article

DOI: 10.1039/D3QO01522J

Back cover

2024-01-16 Cover

DOI: 10.1039/D4QO90008A

You might also like

Compound Q&A

How should 2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) be stored?

2-Methylbenzene-1,4-diamine dihydrochloride (CAS: 615-45-2) should be stored in ...

615-45-22-Methylbenzene-1,4-...
Compound Q&A

Is (1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide (CAS: 132747-20-7) safe?

(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide is generally considered sa...

132747-20-7(1S,4S)-2,5-Diazabic...
Compound Q&A

What industries use (6-Chloropyridazin-3-YL)methanamine (CAS: 871826-15-2)?

(6-Chloropyridazin-3-YL)methanamine finds applications in the pharmaceutical ind...

871826-15-2(6-Chloropyridazin-3...
Compound Q&A

What are the main uses of 2-Fluoro-3-methylphenol (CAS: 77772-72-6)?

2-Fluoro-3-methylphenol is primarily used in the synthesis of pharmaceuticals, p...

77772-72-62-Fluoro-3-methylphe...
Compound Q&A

What precautions should be taken when handling 3-Methoxy-4-nitrobenzonitrile (CAS: 177476-75-4)?

When handling 3-Methoxy-4-nitrobenzonitrile, it is important to wear appropriate...

177476-75-43-Methoxy-4-nitroben...
Compound Q&A

What precautions should be taken when handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4)?

When handling 1,3-Oxazolo[4,5-b]pyridine-2(3H)-thione (CAS: 211949-57-4), it is ...

211949-57-4[1,3]Oxazolo[4,5-b]p...
Compound Q&A

What regulatory guidelines apply to 4-Ethynylbenzamide (CAS: 90347-86-7)?

4-Ethynylbenzamide (CAS: 90347-86-7) falls under various regulatory guidelines i...

90347-86-74-Ethynylbenzamide
Compound Q&A

What are the main uses of 3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone (CAS: 186822-57-1)?

3-(2-Ethylphenyl)-2-thioxo-4-imidazolidinone is primarily used as an intermediat...

186822-57-13-(2-Ethylphenyl)-2-...
Compound Q&A

What is (2-Fluoro-6-methoxyphenyl)acetic acid (CAS: 500912-19-6)?

(2-Fluoro-6-methoxyphenyl)acetic acid, also known as 4-fluoro-3-methoxybenzoic a...

500912-19-6(2-Fluoro-6-methoxyp...
Compound Q&A

What is the market or research trend for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9)?

Market trends for 2-[4-(Hydroxymethyl)phenoxy]ethanol (CAS: 102196-18-9) indicat...

102196-18-92-[4-(Hydroxymethyl)...

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.