Article
Chemistry, Multidisciplinary
Dong-Xing Zhu, Jian-Guo Liu, Ming-Hua Xu
Summary: A one-pot reaction has been developed for the stereodivergent synthesis of diverse 2,3-disubstituted dihydrobenzofurans under mild conditions with high yields and stereoselectivity. By appropriate permutations of two chiral catalysts, a wide range of chiral products can be accessed, demonstrating the ability of two chiral catalysts to independently control two contiguous stereogenic centers.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Jin Huang, Guang-xun Li, Gao-feng Yang, Ding-qiang Fu, Xiao-kang Nie, Xin Cui, Jin-zhong Zhao, Zhuo Tang
Summary: N-Substituted tetrahydroquinoxalines were efficiently synthesized in good yield and enantioselectivity using readily available substrates. The reaction involves a regioselective Heyns rearrangement/enantioselective transfer hydrogenation in one pot, and both the substrate scope and reaction mechanism were systematically investigated.
Article
Chemistry, Multidisciplinary
Christian Ascaso-Alegre, Raquel P. Herrera, Juan Mangas-Sanchez
Summary: The combination of small-molecule catalysis and enzyme catalysis shows great potential in asymmetric synthetic chemistry. The one-pot three-step chemoenzymatic cascade combination described in this study allows for efficient synthesis of chiral nitro alcohols with high overall yields and excellent selectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Babar Hussain Shah, Sardaraz Khan, Can Zhao, Yong Jian Zhang
Summary: An efficient method for the synthesis of 2,3-dihydrofurans with a quaternary stereocenter has been developed through Pd-catalyzed asymmetric allylic cycloaddition and a retro-Dieckmann fragmentation cascade. The one-pot process involves the allylic cycloaddition of vinylethylene carbonates with 3-cyanochromone and subsequent base-assisted retro-Dieckmann fragmentation, leading to chiral 3,4-disubstituted 2,3-dihydrofurans with high yields and excellent enantioselectivities.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Analytical
Moumi Mandal, Ajit Kumar Mahapatra, Arik Kar
Summary: The chemodosimetric sensor (E)-3-Phenyl-1-(2-(phenylethynyl) phenyl) prop-2-en-1-one is capable of selectively detecting toxic BF3 with a significantly increased fluorescence intensity in a short period of time, making it a powerful tool for gas phase BF3 detection.
Article
Chemistry, Multidisciplinary
Huy Tran, Guillaume Revol, Alyson Poyser, Louis Barriault
Summary: In this study, a novel Lewis acid gold catalyst was used to generate synthetically challenging polycyclic scaffolds through a one-pot cascade sequence. By controlling the ligand and reaction conditions, both 6,6,5-tricyclic and 6,6,6,5-tetracyclic cores were selectively synthesized in one operation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Multidisciplinary Sciences
Meng He, Yongmeng Wu, Rui Li, Yuting Wang, Cuibo Liu, Bin Zhang
Summary: A pulsed electrochemical method is reported to promote one-pot cascade C-N bond forming reaction between nitrite and arylboronic acids with water into arylamines. Electrocatalytic C-N bond formation from inorganic nitrogen wastes is an emerging sustainable method for synthesizing organic amines but is limited in reaction scope. Integrating heterogeneous and homogeneous catalysis for one-pot reactions to construct C-N bonds is highly desirable.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Sheng-Nan Xing, Yuan-Zhao Hua, Xiao-Chao Yang, Si-Si Du, Shi-Kun Jia, Guang-Jian Mei, Min-Can Wang
Summary: The umpolung activity of hemiacetals as alpha-carbon nucleophiles has been demonstrated through dinuclear zinc cooperative catalysis. This strategy has been successfully applied to catalytic asymmetric tandem reactions, leading to structurally diverse compounds.
Article
Chemistry, Multidisciplinary
Pengqian Luan, Yunting Liu, Yongxing Li, Ran Chen, Chen Huang, Jing Gao, Frank Hollmann, Yanjun Jiang
Summary: An aqueous chemoenzymatic cascade reaction was developed for enantioselective synthesis of tertiary alpha-aryl cycloketones, combining Pd-catalyzed C-C formation with enzymatic C=C asymmetric hydrogenation. The enzyme's stereopreference in AH of alpha-aryl cyclohexenones was studied, and an enantiocomplementary enzyme was obtained through site-directed mutation.
Article
Chemistry, Multidisciplinary
Zhenping Cai, Rujia Chen, Hao Zhang, Fukun Li, Jinxing Long, Lilong Jiang, Xuehui Li
Summary: The study introduces an efficient method for converting lignocellulose into diethyl maleate using a polyoxometalate ionic liquid in ethanol, achieving high yield and selectivity from corn stalk without the need for pretreatment. The performance of the ionic liquid catalyst was found to be superior to traditional catalysts, indicating a promising route for producing bio-based bulk chemicals.
Article
Chemistry, Multidisciplinary
Jian Zhou, Qingjing Yang, Chi Sing Lee, Jun (Joelle) Wang
Summary: In this study, a Cu-catalyzed cascade hydroamination reaction was reported for the construction of chiral 1,4-diamine derivatives with high yields and excellent enatio-selectivities. The use of hydroxylamine esters containing different functionalized amino groups allowed for the synthesis of complex 1,4-diamine structures.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Yeruva Pavankumar Reddy, Shaik Anwar
Summary: An efficient protocol was developed for the construction of spiro pyrazolone tetrahydropyran scaffolds at ambient temperature without the use of any metal catalyst. The reaction involved the formal [4 + 2] cyclisation of trans-beta-nitro-styrene-derived Morita-Baylis-Hillman alcohol with alpha-arylidene pyrazolone. The synthesis followed an oxa-Michael/Michael cascade pathway and yielded new C-C and C-O bonds. The use of quinine-derived catalyst resulted in high enantiomeric excess (ee) and excellent diastereoselectivity (>20:1).
Article
Chemistry, Organic
Wai Lean Koay, Guang-Jian Mei, Yixin Lu
Summary: A highly enantioselective [4 + 2] cycloaddition reaction has been developed for the reaction of aurone-derived 1-azadienes with 3-vinylindoles using chiral phosphoric acids as catalysts. This reaction yields a wide range of benzofuran-fused tetrahydropyridines with three contiguous stereogenic centers, in good yields and with excellent diastereo- and enantio-selectivities.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Yuan-Xiang He, Kui Hu, Yu Ran, Zhen-Yao Lei, Shu Geng, Li-Na Chen, Li Pan, Jun-Bo Zhong, Feng Huang
Summary: This study presents a novel method for the one-pot construction of structurally new isoindolinone and isoquinolinone fused oxazinane compounds through intramolecular cascade cyclization using photogenerated N-amidyl radicals. The transformation proceeds smoothly under mild conditions, with low catalyst loading and good functional group tolerance, providing an efficient and concise approach for synthesizing valuable nitrogen-containing polyheterocycles.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Yuan-Xiang He, Kui Hu, Yu Ran, Zhen-Yao Lei, Shu Geng, Li-Na Chen, Li Pan, Jun-Bo Zhong, Feng Huang
Summary: A novel and practical method for synthesizing structurally valuable nitrogen-containing polyheterocycles has been developed in this study. The method proceeds smoothly under mild conditions with low catalyst loading and exhibits good functional group tolerance.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
David M. Barber, Matthias Schoenberger, Jessica Burgstaller, Joshua Levitz, C. David Weaver, Ehud Y. Isacoff, Herwig Baier, Dirk Trauner
Article
Medicine, Research & Experimental
Laura Laprell, Ivan Tochitsky, Kuldeep Kaur, Michael B. Manookin, Marco Stein, David M. Barber, Christian Schoen, Stylianos Michalakis, Martin Biel, Richard H. Kramer, Martin P. Sumser, Dirk Trauner, Russell N. Van Gelder
JOURNAL OF CLINICAL INVESTIGATION
(2017)
Article
Chemistry, Organic
Julie B. Trads, Jessica Burgstaller, Laura Laprell, David B. Konrad, Luis de la Osa de la Rosa, C. David Weaver, Herwig Baier, Dirk Trauner, David M. Barber
ORGANIC & BIOMOLECULAR CHEMISTRY
(2017)
Article
Chemistry, Organic
Felix W. W. Hartrampf, David M. Barber, Kevin Gottschling, Philipp Leippe, Michael Hollmann, Dirk Trauner
Article
Chemistry, Multidisciplinary
David M. Barber, Shu-An Liu, Kevin Gottschling, Martin Sumser, Michael Hollmann, Dirk Trauner
Article
Chemistry, Multidisciplinary
Connor J. Thomson, David M. Barber, Darren J. Dixon
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Multidisciplinary
Julie B. Trads, Katharina Huell, Bryan S. Matsuura, Laura Laprell, Timm Fehrentz, Nicole Gorldt, Krystian A. Kozek, C. David Weaver, Nikolaj Klocker, David M. Barber, Dirk Trauner
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2019)
Article
Chemistry, Multidisciplinary
Connor J. Thomson, David M. Barber, Darren J. Dixon
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Organic
Birgit Kuhn, David M. Barber, Hansjoerg Dietrich, Uwe Doeller, Michael G. Hoffmann, Dirk Schmutzler, Stefan Schnatterer, Martin E. Maier, Tamer Kocakaya, Marius Morkunas
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Christian Steinborn, Raphael E. Wildermuth, David M. Barber, Thomas Magauer
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Chemistry, Multidisciplinary
Raphael E. Wildermuth, Christian Steinborn, David M. Barber, Kim S. Muehlfenzl, Mario Kendlbacher, Peter Mayer, Klaus Wurst, Thomas Magauer
Summary: This study provides a thorough account of the evolution of the first total synthesis of (+)-cornexistin. Utilizing a chiral-pool strategy, the challenges of low yields and difficulties in stereocenter installation were successfully addressed. Key steps included an intermolecular NHK coupling, a syn-Evans-aldol reaction, an intramolecular allylic alkylation, and a stepwise hydrolysis of a beta-keto nitrile.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Agriculture, Multidisciplinary
David M. Barber
Summary: Scaffold hopping is a powerful tool in agrochemical optimization, allowing for modification of known lead structures to improve various parameters and secure new intellectual property. Competitor activities often stimulate research campaigns, where scaffold hopping plays a crucial role, leading to the registration of new crop protection products.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2022)
Review
Chemistry, Organic
Gillian McArthur, Steven Abel, Giulio Volpin, David M. Barber
Summary: This review summarizes the methods and importance of enantioselective synthesis of 2-isoxazolines and 2-isoxazolin-5-ones with fully substituted stereocenters, as well as discusses the limitations and future developments in this research field.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Review
Agriculture, Multidisciplinary
Jens Frackenpohl, Steven A. G. Abel, Neanne Alnafta, David M. Barber, Guido Bojack, Nicola Z. Brant, Hendrik Helmke, Rebecca L. Mattison
Summary: Chemical concepts such as isosteres and scaffold hopping have been proven to be powerful tools in agrochemical innovation processes. They allow for the modification of known molecular lead structures to improve various parameters in plant-hormone chemistry. Recent insights into plant-specific receptors and signaling pathways have triggered the discovery of new lead structures, leading to diverse chemical innovation and increased biological activity.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Johannes Morstein, Julie B. Trads, Konstantin Hinnah, Sabine Willems, David M. Barber, Michael Trauner, Daniel Merk, Dirk Trauner
