60723-45-7Relevant academic research and scientific papers
A highly efficient asymmetric Michael addition of anthrone to nitroalkenes with cinchona organocatalysts
Shi, Min,Lei, Zhi-Yu,Zhao, Mei-Xin,Shi, Jing-Wen
, p. 5743 - 5746 (2007)
A highly efficient asymmetric Michael addition of anthrone to nitroalkenes catalyzed by cinchona alkaloids was described. Up to 99% ee of the corresponding adduct was obtained.
9R-acyloxy quinine derivatives, preparation method therefor, application of quinine or derivatives thereof and botanical insecticides
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Paragraph 0051-0055; 0060-0066; 0096-0102, (2020/02/17)
The invention relates to 9R-acyloxy quinine derivatives, a preparation method therefor, an application of quinine or derivatives thereof and botanical insecticides and belongs to the technical field of botanical pesticides. The 9R-acyloxy quinine derivatives disclosed by the invention are prepared through subjecting the quinine and R-COOH to an esterification reaction, have remarkable insecticidalactivity to Lepidoptera agricultural insect pests and have a remarkable control efficiency to armyworms of Lepidoptera, and part of the 9R-acyloxy quinine derivatives have an armyworm control efficiency already exceeding that of a commercialized botanical insecticide, i.e., toosendanin and can be applied to preparation of botanical insecticides for the Lepidoptera agricultural insect pests. In the prior art, the quinine is mainly used for treating human diseases induced by Plasmodium falciparum; and in the invention, discovered through researches, the quinine also has a relatively good control action on the Lepidoptera agricultural insect pests and has a remarkable control efficiency to the armyworms.
Synthesis of Novel (9S)-Acyloxy Derivatives of Quinidine and Dihydroquinidine as Insecticidal Agents
Che, Zhiping,Yang, Jinming,Sun, Di,Tian, Yuee,Liu, Shengming,Lin, Xiaomin,Jiang, Jia,Chen, Genqiang
, (2020/04/15)
Endeavor to discover biorational natural products-based insecticides, two series (30) of novel (9S)-acyloxy derivatives of quinidine and dihydroquinidine were prepared and assessed for their insecticidal activity against Mythimna separata in vivo by the leaf-dipping method at 1 mg/mL. Among all the compounds, especially four derivatives exhibited the best insecticidal activity with final mortality rates of 71.4 %, 75.0 %, 71.4 %, and 75.0 %, respectively. Relatively speaking, 9-hydroxy group is well tolerated, and the results showed that after modification of the hydroxy group with an acyloxy group, the insecticidal activity was significantly increased; the configuration at C8/9 position is important for insecticidal activity, and the (9S)-configuration is optimal; modification of the out-ring double bond is acceptable, and hydrogenation of the double bond enhances insecticidal activity. These preliminary results will pave the way for further modification of quinidine in the development of potential new insecticides.
Application of quinidine or quinidine derivatives, botanical pesticide, quinidine derivative and preparation method of quinidine derivative
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Paragraph 0054-0068; 0097-0103, (2020/02/17)
The invention relates to an application of quinidine or quinidine derivatives, a botanical pesticide, a quinidine derivative and a preparation method of the quinidine derivative, and belongs to the technical field of botanical pesticides. In the prior art, quinidine is mainly used for treating heart-related diseases. Research shows that quinidine and 9S-acyloxyquinidine derivatives have better prevention and treatment effects on lepidoptera agricultural pests, and have obvious prevention and treatment effects on armyworms. The 9S-acyloxyquinidine derivatives provided by the invention are prepared by an esterification reaction of quinidine and R-COOH, has obvious insecticidal activity on lepidoptera agricultural pests, and has obvious prevention effect on armyworms in lepidoptera. A part ofthe 9S-acyloxyquinidine derivatives have a prevention effect on armyworms than commercial botanical insecticide toosendanin, and can be used for preparing botanical lepidoptera agricultural pest insecticides.
Organocatalytic Nitroaldol Reaction Associated with Deuterium-Labeling
Yamada, Tsuyoshi,Kuwata, Marina,Takakura, Ryoya,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari
supporting information, p. 637 - 641 (2017/12/13)
A deuterium-labeling reaction of nitroalkanes in deuterium oxide and the subsequent nitroaldol reaction have been accomplished under basic and organocatalytic conditions to provide the deuterium-labeled β-nitroalcohols in high yields and high deuterium contents. β-Deuterated β-nitroalcohols could be smoothly obtained from the reaction of nitroalkanes and various electrophiles using the easily-removal basic resin WA30. Furthermore, the asymmetric nitroaldol reaction using nitromethane and α-keto esters as electrophiles in the presence of a quinine-derived organocatalyst in deuterium oxide could provide the desired β-deuterated nitroalcohol derivatives with high enantioselectivities. (Figure presented.).
Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
Yi, Wen-Bin,Huang, Xin,Zhang, Zijuan,Zhu, Dian-Rong,Cai, Chun,Zhang, Wei
experimental part, p. 1233 - 1240 (2012/09/21)
A fluorous cinchona alkaloid ester has been developed as a chiral promoter for the asymmetric fluorination of β-ketoesters. It has comparable reactivity and selectivity to the nonfluorous versions of cinchona alkaloids and can be easily recovered from the
