85653-34-5Relevant academic research and scientific papers
Antimicrobial activity of quasi-enantiomeric cinchona alkaloid derivatives and prediction model developed by machine learning
Ga?parovic, Ana Cipak,Hrenar, Tomica,Mikelic, Ana,Milkovic, Lidija,Od?ak, Renata,Primo?ic, Ines,Ramic, Alma,Skocibu?ic, Mirjana,Sovic, Karlo
, (2021/06/16)
Bacterial infections that do not respond to current treatments are increasing, thus there is a need for the development of new antibiotics. Series of 20 N-substituted quaternary salts of cinchonidine (CD) and their quasi-enantiomer cinchonine (CN) were pr
Phase transfer catalysis β-keto ester asymmetric α- difluoromethylation method
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Paragraph 0024-0027, (2020/03/17)
The invention discloses a method β - for phase transfer catalysis α - ketoester asymmetric, difluoromethylation, and β -ketoacid ester compounds IIIa, are transferred to a catalyst, TMSCF. 2 Br And Alkali in the solvent: 777778/60 ° C. The reaction, thin layer chromatography keeps the reaction until the end of the reaction collects organic layer and spin-dry solvent, column chromatography to obtain chiral, difluoro methyl -S :keto-ester compound α - provides a novel and effective route IIIb. for the first successful synthesis of,difluoromethyl β - with α - optically active compounds by phase-transfer catalyzed process for the first time of the phase,transfer catalyzed process for the first successful realization of the optically active α - difluoromethyl -S.
Ring-Strain-Enabled Catalytic Asymmetric Umpolung C-O Bond-Forming Reactions of 1,2-Oxazetidines for the Synthesis of Functionalized Chiral Ethers
Wu, Binyu,Yang, Jinggang,Gao, Min,Hu, Lin
supporting information, p. 5561 - 5566 (2020/07/14)
An unprecedented catalytic asymmetric umpolung C-O bond-forming reaction of N-nosyl 1,2-oxazetidines with β-keto esters has been achieved in the presence of a chiral phase-transfer catalyst, allowing access to a range of highly functionalized chiral ethers bearing quaternary and no adjacent stereogenic centers with high yields, excellent enantioselectivities, and diastereoselectivities (up to 97percent ee and 20:1 dr). These versatile products could be flexibly transformed into biologically important chiral fused and spiro morpholines in two steps.
Controlling Stereoselectivity in Tribromide Mediated Oxidative Dearomatisations – Synthesis of Selective Spirofurano-naphthalones
Sarkar, Debayan,Kuila, Puspendu,Sood, Devashish
, p. 5894 - 5904 (2019/08/26)
A series of ammonium tribromides were screened for exploring the role of ammonium counterpart attached to tribromides on generation of stereoselective spiro-furans via oxidative dearomatisation of naphthols. The proposition enlightens a suitable combination of the ammonium tribromide and solvent employed, deliver the best achieved diastereoselectivities. This in turn, has also envisioned the mechanistic aspects related to this category of reactions. The mentioned dearomative spiro-furano naphthalones has also been successfully achieved on a large-scale.
ENANTIOENRICHED VIRIDICATUMTOXIN B ANALOGS
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Page/Page column 65; 66, (2017/11/10)
In one aspect, the present disclosure provides derivatives of viridicatumtoxin of the formula wherein the variables are as defined herein. Also provided herein are compositions and methods of treating a bacterial infection, a viral infection, or in the treatment of cancer. The present disclosure also provides methods of synthesizing enantiopure viridicatumtoxin and other anthrone compounds.
Discovery and application of doubly quaternized cinchona-alkaloid-based phase-transfer catalysts
Xiang, Bangping,Belyk, Kevin M.,Reamer, Robert A.,Yasuda, Nobuyoshi
supporting information, p. 8375 - 8378 (2014/08/18)
We report the discovery of novel N,N'-disubstituted cinchona alkaloids as efficient phase-transfer catalysts for the assembly of stereogenic quaternary centers. In comparison to traditional cinchona-alkaloid-based phase-transfer catalysts, these new catal
Asymmetric direct α-hydroxylation of β-Oxo esters by phase-transfer catalysis using chiral quaternary ammonium salts
Lian, Mingming,Li, Zhi,Du, Jian,Meng, Qingwei,Gao, Zhanxian
supporting information; experimental part, p. 6525 - 6530 (2011/02/25)
The first enantioselective direct α-hydroxylation of β-oxo esters was developed by using phase-transfer catalysis. 1-Indanone-derived 1-adamantyl (1-Ad) β-oxo esters, in the presence of commercially available cumyl hydroperoxide and a cinchonine-based ammonium salt, resulted in the corresponding products with 69-91 % yield and 65-74 % ee. The reaction had also been successfully scaled-up to a gram quantity, and a similar yield was obtained without loss of the enantioselectivity. Copyright
