ChemCatChem
·
2013
·Vol. 5
·期 7
·1935-1940
·
IF 5.181
Zong-Bo Xie,Na Wang,Long-Hua Zhou,Fang Wan,Ting He,Zhang-Gao Le,Xiao-Qi Yu
Graphical Lip synthing: A lipase-catalyzed, green, and efficient approach for the cross-aldol reaction promoted by water with high yield and good stereoselectivity is described. PPL, lipase from porcine pancreas, is first reported to catalyze direct asymmetric aldol reactions between aromatic aldehydes and cyclic ketones. More importantly, the catalytic activity of PPL was greatly promoted by a small quantity of water at 37 °C. A wide range of aromatic aldehydes reacted with cyclic ketones to provide the corresponding aldol products with high yields (up to 99 %) and moderate to good stereoselectivity (up to 90 % ee and 99:1 dr ).
研究领域:
生物化学
·
有机合成
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2022
·
IF 4.198
Zhaohang Chen,Pengcheng Zhou,Yuanxia Guo,Anna,Jiakun Bai,Renzhong Qiao,Chao Li
A guanosine-based hydrogel formed by the self-assembly of guanosine and 4-((l-prolinamide)methyl)phenylboronic acid was constructed. The G quartets were selectively stabilized by K+ ions to form a self-supporting transparent hydrogel. These guanosine-derived assemblies were used to catalyze the aldol reaction in water without any additives, affording desirable conversion and enantioselectivity of the product. The controlled assays of small-molecule components indicated that the stable assemblies were the definite species that achieved high enantioselective catalysis. The current catalytic system can be readily recovered by simple extraction and still acquired good performance of the reaction after four cycles.
研究领域:
生物化学
·
材料科学
·
有机化学
✓ 已验证
DOI
PubMed
高影响因子
REACTIVE & FUNCTIONAL POLYMERS
·
2019
·
IF 3.074
Lijia Liu,Yaodong Wang,Fuqingyun Wang,Chunhong Zhang,Yanli Zhou,Zhengjin Zhou,Xudong Liu,Ruiqi Zhu,Hongxing Dong,Toshifumi Satoh
One-handed helical substituted polyacetylene has received extensive attention due to its potential in chiral stationary phases and molecular recognition . Here, three one-handed helical poly(phenylacetylene)s bearing proline or proline dipeptide as the pendants ( PPA-Pro, PPA-Pro-Pro and PPA-Pro-Hyp ) were synthesized. As the catalyst, the three helical polymers separately catalyzed the asymmetric aldol reaction of acetone with p -nitrobenzaldehyde in a various media. The results indicate that PPA-Pro-Pro and PPA-Pro-Hyp bearing dipeptide pendants showed the higher catalytic activity and enantioselectivity than the PPA-Pro bearing proline pendants and the corresponding monomer catalysts. This indicates the synergistic effect of the dipeptide pendants with the one-handed helical mainchain of the polymer catalyst. The polymer catalysts can be recycled and maintain the catalytic performance after four circles. When imidazole was added to the reaction system, the reaction yield could be efficiently improved without affecting the enantioselectivity.
研究领域:
有机化学
·
高分子化学
·
催化化学
✓ 已验证
DOI
高影响因子
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
·
2014
·
IF 2.745
Yang Zhang,Na Wang,Zong-Bo Xie,Long-Hua Zhou,Xiao-Qi Yu
PPL (lipase from porcine pancreas) was found to catalyze asymmetric cross aldol reactions of aromatic and heteroaromatic aldehydes with various ketones in ionic liquid ([BMIM][PF 6 ]) for the first time. Interestingly, PPL exhibited high catalytic activity and excellent stereoselectivity in this efficient and recyclable room temperature ionic liquid in the presence of moderate water, similar to the results obtained in organic solvents. High yields of up to 99%, excellent enantioselectivities of up to 90% ee, and good diastereoselectivities of up to >99:1 dr were achieved.
研究领域:
生物化学
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有机合成
·
酶工程
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
·
2019
·Vol. 57
·期 9
·1024-1031
·
IF 2.591
Chunhong Zhang,Yuan Qiu,Siyuan Bo,Fuqingyun Wang,Yudan Wang,Lijia Liu,Yanli Zhou,Haijun Niu,Hongxing Dong,Toshifumi Satoh
A novel one-handed helical poly(phenylacetylene) bearing L-hydroxyproline pendants (poly(PA-P)) was synthesized as an eco -friendly polymer-supported catalyst for asymmetric reactions. The helical poly(PA-P) catalyzed the asymmetric aldol reactions of cyclohexanone with p -nitrobenzaldehyde, and showed good recyclability and higher enantiomeric excess ( ee ) in aqueous medias than that in organic medias. The one-handed helicity of poly(PA-P) was clearly affected by the water content in the aqueous media. The helical poly(PA-P) showed the higher enantioselectivity ( ee = 99%) than its monomer PA-P ( ee = 54%) in THF/H 2 O (H 2 O vol % = 25.0 vol %). After the one-handed helical structure of poly(PA-P) was destroyed by grinding treatment, the ee of the reaction clearly decreased from 99 to 49%. These indicate that the one-handed helical structure of poly(PA-P) played an important role in the high enantioselectivity of the asymmetric aldol reactions in the aqueous media. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019 , 57 , 1024–1031
研究领域:
高分子化学
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催化化学
·
有机合成
✓ 已验证
产品关联
DOI
高影响因子
Biomass Conversion and Biorefinery
·
2020
·Vol. 12
·期 6
·2017-2025
·
IF 2.602
Wang Yun,Liang Xin-Yi,Chen Xin-Yi,Liang Zhi-Hui,Cheng Hong,Li Xiang,Li Li-Ling
Bovine pancreatic lipase (BPL) is reported to catalyze direct asymmetric aldol reactions between aromatic aldehydes and cyclic ketones in water at 50 °C, and water can greatly promote the catalytic activity and selectivity of BPL. A wide range of aromatic aldehydes reacted with cyclic ketones to provide the corresponding aldol products with high yields (up to 93.7%) and moderate to good stereoselectivity (up to 99% ee and 1:99 dr).
研究领域:
生物化学
·
有机合成
✓ 已验证
DOI
高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2016
·
IF 2.567
Jinrui Deng,Biao Zhao,Jianping Deng
The article reports a novel type of helical polymer-based chiral catalyst for catalyzing asymmetric aldol reactions. Chiral acetylenic monomers containing ferrocenyl amino-acid derivative substituent were synthesized for the first time and structurally identified. The investigated amino acids include alanine and threonine enantiomers. The obtained monomers separately underwent solution homopolymerization and copolymerization with an achirally substituted acetylene monomer in the presence of [Rh(nbd)Cl]2 and Et3N. Circular dichroism and UV–vis absorption spectra demonstrated that the copolymer chains adopted predominantly one-handed helices, endowing the copolymers with optical activity. The resulting (co)polymers were further used to catalyze aldol reaction between cyclohexanone and p-nitrobenzaldehyde. Only threonine-derived copolymers efficiently catalyzed the aldol reaction. A remarkable yield (up to 90%) and enantiomeric excess (up to 93%) were obtained. A synergic effect between the helical structures in the copolymer main chains and the pendent catalytic moieties was found to play a crucial role in the asymmetric catalysis.
研究领域:
高分子化学
·
有机催化
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不对称合成
·
材料化学
·
配位化学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）