Bifunctional squaramide catalyzed stereoselective Mannich reaction of α-azido ketones with isatin-derived ketimines
Literature Information
Seda Karahan, Cihangir Tanyeli
Asymmetric organocatalytic Mannich reaction of α-azido ketones and N-Boc protected isatin-derived ketimines were investigated for the first time. Examination of both 2-adamantyl and 3,5-bis(trifluoromethyl)aniline substituted quinine-based squaramides afforded chiral Mannich bases with two contiguous stereogenic centers in high yields (up to 97%) and stereoselectivity (up to dr = 24 : 1 syn : anti and 96% ee). Azido and masked amino functionalities of the potent heterocycle precursor adducts were utilized in representative examples.
Recommended Journals

Journal of Saudi Chemical Society

Russian Journal of General Chemistry

Drug Discovery Today

Crystallography Reports

Chemical Communications

Current Opinion in Colloid & Interface Science

Journal of Peptide Science

Current Opinion in Solid State & Materials Science

Russian Journal of Applied Chemistry

New Journal of Chemistry
Related Literature
Recent progress of MXene as an energy storage material
Yuqiang Wu, Mengtao Sun
DOI: 10.1039/D3NH00402C
siRNA-loaded DNA nanostructures restore endothelial leakiness
Arun Richard Chandrasekaran
DOI: 10.1039/D3NH90040A
Polyurethane-based nanocomposite film with thermal deicing capability and anti-erosion for wind turbine blades protection in extreme environments
Xiaofeng Cui, Na Zhang, Ming Huang, Guoli Gao, Shihai Liu, Chuntai Liu
DOI: 10.1039/D3TA05595G
Tumor microenvironment-responsive degradable silica nanoparticles: design principles and precision theranostic applications
Kaiyuan Tang, Zilu Liu, Zhijing Zhang, Shufan Duan, Hui Wang, Hui Yang, Dongliang Yang, Wenpei Fan
DOI: 10.1039/D3NH00388D
Simple phenylpropanoids: recent advances in biological activities, biosynthetic pathways, and microbial production
Zhanpin Zhu, Ruibing Chen
DOI: 10.1039/D3NP00012E
Electrifying H2O2 synthesis with g-C3N4-based single atom catalysts
Jungki Ryu
DOI: 10.1039/D3NH90041J
NIR-activated quercetin-based nanogels embedded with CuS nanoclusters for the treatment of drug-resistant biofilms and accelerated chronic wound healing
Amit Nain, Yu-Ting Tseng, Akash Gupta, Yu-Feng Lin, Sangili Arumugam, Yu-Fen Huang
DOI: 10.1039/D3NH00275F
Pneumatic nano-sieve for CRISPR-based detection of drug-resistant bacteria
Ruonan Peng, Fengjun Xu, Richard Hailstone, Yujie Men, Ke Du
DOI: 10.1039/D3NH00365E
Coke relocation and Mo immobilization in donut-shaped Mo/HZSM-5 catalysts for methane dehydroaromatization
Ming Cheng, Hugo Cruchade, Ludovic Pinard, Eddy Dib, Honghai Liu, Jiujiang Wang, Xinmei Liu, Zi-Feng Yan, Zhengxing Qin, Svetlana Mintova
DOI: 10.1039/D3TA05418G
You might also like
What regulatory guidelines apply to 6-Bromo-2-methylimidazo[1,2-a]pyrimidine (CAS: 1111638-05-1)?
6-Bromo-2-methylimidazo[1,2-a]pyrimidine (CAS: 1111638-05-1) falls under various...
Are there alternatives to 1-Pyrrolidineethanol, β-methyl-α-phenyl-, (αS,βR) (CAS: 123620-80-4) in synthesis?
While there are no direct alternatives, similar compounds like 1-Pyrrolidineetha...
Is 4-Methyl-2,6-bis(2-methyl-2-propanyl)phenyl methylcarbamate (CAS: 1918-11-2) safe?
4-Methyl-2,6-bis(2-methyl-2-propanyl)phenyl methylcarbamate (CAS: 1918-11-2) is ...
How should 2-(3-Bromo-4-fluorophenyl)-1,3-dioxolane (CAS: 77771-04-1) be stored?
2-(3-Bromo-4-fluorophenyl)-1,3-dioxolane (CAS: 77771-04-1) should be stored in a...
What are the physical and chemical properties of 4,5,6,7-Tetrahydro-1H-indazole hydrochloride (CAS: 18161-11-0)?
4,5,6,7-Tetrahydro-1H-indazole hydrochloride is a white crystalline solid with a...
What is (2R)-1-Methoxy-3-phenyl-2-propanamine (CAS: 59919-07-2)?
(2R)-1-Methoxy-3-phenyl-2-propanamine is a chiral organic compound with the CAS ...
What industries use Ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate (CAS: 56649-47-9)?
Ethyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate is used in various industries...
What regulatory guidelines apply to 4-[(1E,3S)-1-(4-Hydroxyphenyl)-1,4-pentadien-3-yl]phenol (CAS: 17676-24-3)?
4-[(1E,3S)-1-(4-Hydroxyphenyl)-1,4-pentadien-3-yl]phenol (CAS: 17676-24-3) falls...
What industries use (S)-3-Amino-5-phenylpentanoic acid hydrochloride (CAS: 331846-97-0)?
(S)-3-Amino-5-phenylpentanoic acid hydrochloride is primarily used in the pharma...
How is 7-methoxy-1-benzothiophene-2-carboxylic acid (CAS: 88791-07-5) typically synthesized?
7-Methoxy-1-benzothiophene-2-carboxylic acid is typically synthesized by reactin...
Source Journal
Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.




