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学者姓名：陈敬龙
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Abstract ：
Alkynes are readily available and multifunctional synthetic intermediates, but their 1,1-oxofunctionalization remains challenging. Herein, we report a 1,1-oxycarbonation of terminal alkynes to construct ketones through sequential borylation, 1,2-carbon migration, and oxidation with Oxone as the proton source and oxidant. The synthetic potential of this transformation is showcased by the broad functional groups, scale-up synthesis, and diverse product transformations.
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| GB/T 7714 | Zhang, Guan , Feng, Bofan , Wang, Yutong et al. 1,1-Oxycarbonation of Terminal Alkynes via Sequential Borylation, 1,2-Migration, and Oxidation with Oxone [J]. | ORGANIC LETTERS , 2024 , 26 (15) : 3109-3113 . |
| MLA | Zhang, Guan et al. "1,1-Oxycarbonation of Terminal Alkynes via Sequential Borylation, 1,2-Migration, and Oxidation with Oxone" . | ORGANIC LETTERS 26 . 15 (2024) : 3109-3113 . |
| APA | Zhang, Guan , Feng, Bofan , Wang, Yutong , Chen, Jinglong , Ma, Xingxing , Song, Qiuling . 1,1-Oxycarbonation of Terminal Alkynes via Sequential Borylation, 1,2-Migration, and Oxidation with Oxone . | ORGANIC LETTERS , 2024 , 26 (15) , 3109-3113 . |
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Organoboron compounds are environmentally benign, have low toxicity and are versatile reagents that are extensively employed in organic synthesis, especially in the realm of asymmetric synthesis. The last several decades have witnessed a tremendous outburst of asymmetric reactions based on various organoboron compounds. Among them, 1,1-diborylalkanes, which contain two boryl groups at the same sp3-carbon atom, are regarded as some of the most versatile and powerful reagents for their unique structure and unusual reaction mode in organic synthesis. Moreover, owing to the stabilizing effect of the empty p-orbital of the neighboring boron atoms and the inherent good steric-hindrance, 1,1-diborylalkanes often exhibit extraordinary reactivity and stereoselectivity compared to other kinds of organoboron compounds in asymmetric synthesis. Herein, the present highlight summarizes and discusses the recent progress achieved in the catalytic enantioselective reactions of 1,1-diborylalkanes during the past decade. Structurally unique 1,1-diborylalkanes often exhibit unusual reactivity and excellent stereoselectivity in asymmetric synthesis. This highlight summarizes and discusses recent advances in the catalytic enantioselective reactions of these reagents.
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| GB/T 7714 | Li, Xin , Chen, Jinglong , Song, Qiuling . Recent progress in the catalytic enantioselective reactions of 1,1-diborylalkanes [J]. | CHEMICAL COMMUNICATIONS , 2024 , 60 (18) : 2462-2471 . |
| MLA | Li, Xin et al. "Recent progress in the catalytic enantioselective reactions of 1,1-diborylalkanes" . | CHEMICAL COMMUNICATIONS 60 . 18 (2024) : 2462-2471 . |
| APA | Li, Xin , Chen, Jinglong , Song, Qiuling . Recent progress in the catalytic enantioselective reactions of 1,1-diborylalkanes . | CHEMICAL COMMUNICATIONS , 2024 , 60 (18) , 2462-2471 . |
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Abstract ：
The traditional slurry preparation process is prone to problems such as easy agglomeration of particles and poor dispersion of active materials and conductive agents, etc. To solve these problems, this study synthesized a nonionic surface active agent type dispersant for lithium -ion batteries (PEG -18-C 10 ) by reacting glycerol polyethylene glycol ether (PEG -18) and decanoic acid, which was used to improve the LiFePO 4 cathode slurry in lithium -ion batteries and the electrochemical performance, this synthesis method is simple, low cost and easy to add. In addition, the effect of the dosage of this new dispersant on lithium -ion batteries was investigated. It was found that the dispersion uniformity and rheological properties of the cathode slurry could be improved with the addition of a 2 % dispersant compared with the traditional cathode slurry. Meanwhile, the electrochemical performance of the battery was improved, and the specific capacity of the first discharge was improved under the charging and discharging condition of 0.2 C, with the specific capacity of the first discharge being 168.5 mA h/g, while that of the unadded one was only 151.1 mA h/g, and the multiplicity performance of the battery was improved, with the specific capacity of the discharge at 5 C being 118.94 mA h/g, as compared with that of the addition of the conventional dispersant.
Keyword ：
Agglomeration Agglomeration Cathode slurry Cathode slurry Dispersant Dispersant Nonionic surface activity Nonionic surface activity Rate performance Rate performance
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| GB/T 7714 | Liu, Kang , Chen, Xin , Chen, Jinglong . The impact of glycerol polyoxyethylene ether on the characteristics of lithium iron phosphate pastes and their electrochemical performance [J]. | INTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE , 2024 , 19 (8) . |
| MLA | Liu, Kang et al. "The impact of glycerol polyoxyethylene ether on the characteristics of lithium iron phosphate pastes and their electrochemical performance" . | INTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE 19 . 8 (2024) . |
| APA | Liu, Kang , Chen, Xin , Chen, Jinglong . The impact of glycerol polyoxyethylene ether on the characteristics of lithium iron phosphate pastes and their electrochemical performance . | INTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE , 2024 , 19 (8) . |
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We developed an intriguing and practical strategy for highly stereoselective assembly of multisubstituted olefins from alkynyl tetracoordinate boron species via a cyclic intermediate with 1,2-phenyl migration. We also developed a general method for the construction of deuterated trisubstituted alkenes from a cheap deuteration source, D2O, and the corresponding deuterated trisubstituted alkenes were obtained with excellent deuteration rates. This transformation features a novel reaction mechanism, exclusive stereoselectivity, and deuterated trisubstituted alkenes with excellent deuteration ratios.
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| GB/T 7714 | Liang, Jinchao , Chen, Xin , Chen, Jinglong et al. Highly Stereoselective Synthesis of Multisubstituted Olefins from Alkynyl Tetracoordinate Borons and Iodonium Ylides via a Cyclic Intermediate [J]. | ORGANIC LETTERS , 2024 , 26 (18) : 3872-3877 . |
| MLA | Liang, Jinchao et al. "Highly Stereoselective Synthesis of Multisubstituted Olefins from Alkynyl Tetracoordinate Borons and Iodonium Ylides via a Cyclic Intermediate" . | ORGANIC LETTERS 26 . 18 (2024) : 3872-3877 . |
| APA | Liang, Jinchao , Chen, Xin , Chen, Jinglong , Ma, Xingxing , Song, Qiuling . Highly Stereoselective Synthesis of Multisubstituted Olefins from Alkynyl Tetracoordinate Borons and Iodonium Ylides via a Cyclic Intermediate . | ORGANIC LETTERS , 2024 , 26 (18) , 3872-3877 . |
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a-Haloboronates have a wide range of applications in organic chemistry as synthetic synthons; however, traditional synthetic methods of a-haloboronates are harsh and complicated. Herein, we used nBuLi as the nucleophilic reagent to attack the boron atom in gem-diborylalkanes to form tetracoordinate boron species and successfully achieved a-chloroboronates and a-bromoboronates with readily accessible electrophilic halogen reagents (NCS and NBS). The reaction is transition-metal-free and features a broad substrate scope and diversified valuable products.
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| GB/T 7714 | Liao, Shangteng , Liang, Jinchao , Li, Chaokun et al. Synthesis of a-Haloboronates by the Halogenation of gem-Diborylalkanes via Tetracoordinate Boron Species [J]. | ORGANIC LETTERS , 2023 , 25 (16) : 2928-2933 . |
| MLA | Liao, Shangteng et al. "Synthesis of a-Haloboronates by the Halogenation of gem-Diborylalkanes via Tetracoordinate Boron Species" . | ORGANIC LETTERS 25 . 16 (2023) : 2928-2933 . |
| APA | Liao, Shangteng , Liang, Jinchao , Li, Chaokun , Chen, Nan , Yang, Kai , Chen, Jinglong et al. Synthesis of a-Haloboronates by the Halogenation of gem-Diborylalkanes via Tetracoordinate Boron Species . | ORGANIC LETTERS , 2023 , 25 (16) , 2928-2933 . |
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alpha-Haloboronates have a wide range of applications in organic chemistry as synthetic synthons; however, traditional synthetic methods of alpha-haloboronates are harsh and complicated. Herein, we used nBuLi as the nucleophilic reagent to attack the boron atom in gem-diborylalkanes to form tetracoordinate boron species and successfully achieved alpha-chloroboronates and alpha- bromoboronates with readily accessible electrophilic halogen reagents (NCS and NBS). The reaction is transition-metal-free and features a broad substrate scope and diversified valuable products.
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| GB/T 7714 | Liao, Shangteng , Liang, Jinchao , Li, Chaokun et al. Synthesis of ?-Haloboronates by the Halogenation of gem- Diborylalkanes via Tetracoordinate Boron Species [J]. | ORGANIC LETTERS , 2023 , 25 (16) : 2928-2933 . |
| MLA | Liao, Shangteng et al. "Synthesis of ?-Haloboronates by the Halogenation of gem- Diborylalkanes via Tetracoordinate Boron Species" . | ORGANIC LETTERS 25 . 16 (2023) : 2928-2933 . |
| APA | Liao, Shangteng , Liang, Jinchao , Li, Chaokun , Chen, Nan , Yang, Kai , Chen, Jinglong et al. Synthesis of ?-Haloboronates by the Halogenation of gem- Diborylalkanes via Tetracoordinate Boron Species . | ORGANIC LETTERS , 2023 , 25 (16) , 2928-2933 . |
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Garsubellin A is a thirty-carbon meroterpenoid capable of enhancing the enzyme choline acetyltransferase whose decreased level is associated with the symptoms of Alzheimer's disease. Due to the potentially useful biological activity along with the novel molecular architecture, this plant metabolite has remained a popular synthetic target. Herein we report a full account of our synthetic investigations that have led to the enantioselective total synthesis of garsubellin A, establishing its absolute stereostructure. The protecting group-free, twelve-step synthetic route has enabled the syntheses of the natural (-)-garsubellin A and its unnatural (+)-antipode.
Keyword ：
absolute stereostructure absolute stereostructure carbonylation carbonylation natural products natural products PPAP PPAP total synthesis total synthesis
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| GB/T 7714 | Jang, Dongseok , Choi, Minchul , Chen, Jinglong et al. Evolution of a Synthetic Strategy for Garsubellin A [J]. | CHEMISTRY-A EUROPEAN JOURNAL , 2022 . |
| MLA | Jang, Dongseok et al. "Evolution of a Synthetic Strategy for Garsubellin A" . | CHEMISTRY-A EUROPEAN JOURNAL (2022) . |
| APA | Jang, Dongseok , Choi, Minchul , Chen, Jinglong , Lee, Chulbom . Evolution of a Synthetic Strategy for Garsubellin A . | CHEMISTRY-A EUROPEAN JOURNAL , 2022 . |
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Garsubellin A is a meroterpene capable of enhancing the enzyme choline acetyltransferase whose decreased level is believed to play a central role in the symptoms of Alzheimer's disease. Due to the potentially useful biological activity together with the novel bridged and fused cyclic molecular architecture, garsubellin A has garnered substantial synthetic interest, but its absolute stereostructure has been undetermined. We report here the first enantioselective total synthesis of (+)-garsubellin A. Our synthesis relies on stereoselective fashioning of a cyclohexanone framework and double conjugate addition of 1,2-ethanedithiol that promotes aldol cyclization to build the bicyclic [3.3.1] skeleton. The twelve-step, protecting group-free synthetic route has enabled the syntheses of both the natural (-)-garsubellin A and its unnatural (+)-antipode for biological evaluations.
Keyword ：
carbocycles carbocycles carbonylation carbonylation natural products natural products PPAP PPAP total synthesis total synthesis
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| GB/T 7714 | Jang, Dongseok , Choi, Minchul , Chen, Jinglong et al. Enantioselective Total Synthesis of (+)-Garsubellin A [J]. | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION , 2021 , 60 (42) : 22735-22739 . |
| MLA | Jang, Dongseok et al. "Enantioselective Total Synthesis of (+)-Garsubellin A" . | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 60 . 42 (2021) : 22735-22739 . |
| APA | Jang, Dongseok , Choi, Minchul , Chen, Jinglong , Lee, Chulbom . Enantioselective Total Synthesis of (+)-Garsubellin A . | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION , 2021 , 60 (42) , 22735-22739 . |
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