Article
Chemistry, Organic
Po-Kai Peng, Jeremy A. May
Summary: A chiral 6-substituted cyclohexenone was synthesized with high yields and enantioselectivities through a bisperfluorotoluyl-BINOL catalyzed conjugate addition of trifluoroborate salts to doubly vinylogous esters and aldol condensation. Stepwise and single-pot sequences were developed, with the former also providing beta-substituted masked ketoaldehydes containing a vinyl ether. This transformation was used in a four-step total synthesis of penienone with a significantly reduced number of steps compared to previous syntheses.
Article
Chemistry, Physical
Vidmantas Bieliunas, Sigitas Stoncius
Summary: The design and synthesis of second generation C-2-symmetric ligands with additional substituents was reported. These substituents provide a further element for fine-tuning the ligand structure by enforcing conformational rigidity. The tetrasubstituted bicyclo[3.3.1]nona-2,6-dienes were successfully employed in the rhodium-catalyzed arylation reaction with good to excellent yields and enantioselectivities up to 99% ee.
Article
Chemistry, Multidisciplinary
Zhenjie Su, Pathan Mosim Amin, Shaozhong Wang
Summary: This paper presents a Au(I)-catalyzed ring-closing alkyne-carbonyl metathesis protocol for efficient synthesis of γ-butenolides. The reaction exhibits high atom economy, substrate flexibility, and functional group tolerance, and can be used to synthesize various naturally occurring butenolide-type compounds.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Applied
Ram Subhawan Verma, Ranadeep Talukdar, Tazeen Azaz, Bhoopendra Tiwari
Summary: A direct catalytic method for the synthesis of chiral selenylated delta-lactones via [4+2] annulation has been achieved. The C5-selenylated dihydropyranones were obtained in high yield and with high enantioselectivity.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Review
Chemistry, Multidisciplinary
Xiaohong Huo, Guanlin Li, Xi Wang, Wanbin Zhang
Summary: Bimetallic catalysis is an efficient strategy for developing new chemical reactions and stereodivergent synthesis, allowing for the preparation of products with different stereoisomers from the same set of starting materials.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Tobias Wagener, Lukas Lueckemeier, Constantin G. Daniliuc, Frank Glorius
Summary: This study successfully demonstrates the synthesis of sought-after, enantioenriched delta-lactams through an interrupted hydrogenation mechanism using oxazolidinone-substituted pyridines and water.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Yiqun Zeng, Chao Fei, Xiao Zhou, Jisheng Luo, Li Deng
Summary: A newly developed betaine catalyst was used for an asymmetric isomerization of beta,gamma-unsaturated butenolides at a lower loading (0.2-2 mol%) compared to available methods (0.5-2.0 mol%).
Article
Chemistry, Multidisciplinary
Min Zheng, Ke Gao, Haitao Qin, Guigen Li, Hongjian Lu
Summary: Chemodivergent asymmetric synthesis was achieved by tuning the metal-to-ligand ratio in an organometallic catalytic system. The study demonstrated high efficiency and enantioselectivity in the asymmetric transformations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Yan-Bo Li, Hu Tian, Shuai Zhang, Jun-Zhao Xiao, Liang Yin
Summary: In this study, a copper(I)-catalyzed reaction of diarylphosphines and O-benzoyl hydroxylamines was developed, leading to the synthesis of aminophosphinites and P-chiral aminophosphinites. The reaction mechanism was proposed and further transformation to P-chiral phosphines was achieved.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Biochemistry & Molecular Biology
Fernando Carrillo-Hermosilla, Rafael Fernandez-Galan, Alberto Ramos, David Elorriaga
Summary: This review focuses on the organometallic chemistry of guanidinato compounds, discussing their various coordination modes, reactivity, and applications in catalysis or materials science. It is believed that these amazing ligands offer new promises in Organometallic Chemistry.
Article
Chemistry, Multidisciplinary
Peng Zhang, Qi Xu, Xiao-Mei Wang, Jia Feng, Chuan-Jun Lu, Yingzi Li, Ren-Rong Liu
Summary: The first enantioselective synthesis of N-N bisindole atropisomers via palladium-catalyzed construction of one indole skeleton is reported in this study. A wide variety of N-N axially chiral bisindoles were generated with good yields and excellent enantioselectivities through a cascade condensation/N-arylation reaction. The reaction mechanism and enantiocontrol were further investigated using density functional theory (DFT) calculations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Tufan K. Mukhopadhyay, Dirk Trauner
Summary: A general strategy to quickly access glycerophospholipids is reported in this study, utilizing the opening of a phosphate triester epoxide with carboxylic acids catalyzed by Jacobsen's Co(salen) complex. This method allows for the synthesis of various glycerophosphate derivatives.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Gleb A. Chesnokov, Karl Gademann
Summary: The marine-derived compound Peyssonnoside A was successfully synthesized for the first time in a concise, efficient, scalable, and highly diastereoselective manner. The aglucone peyssonnosol was achieved in 21% overall yield after 15 steps, with key reactions including Simmons-Smith cyclopropanation and Mukaiyama hydration controlled by the spatial structure of the substrates.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Wen-Cheng Li, Lei Yang, Zhong-Lin Wei, Wei-Wei Liao
Summary: A straightforward diastereo- and enantioselective Claisen rearrangement/oxa-Michael addition tandem sequence with a cinchona squaramide catalyst was developed for the synthesis of valuable dihydropyrans. The organo-bifunctional catalyst played a crucial role in enhancing the stereoselectivity in this asymmetric tandem sequence. Additionally, good yields and moderate stereoselectivities were achieved in the asymmetric catalytic sequential processes of hydroalkoxylation/Claisen rearrangement/cyclization and Claisen rearrangement/aza-Michael addition tandem sequences.
Article
Chemistry, Organic
Marcos Escolano, Daniel Gavina, Santiago Diaz-Oltra, Maria Sanchez-Rosello, Carlos del Pozo
Summary: The enantioselective synthesis of fluorinated indolizidinone derivatives is achieved through an intramolecular aza-Michael reaction, followed by dimethyltitanocene methylenation and ring closing metathesis (RCM). The final products contain a fluorine-containing tetrasubstituted double bond generated by the RCM reaction, demonstrating high challenge. The synthetic sequence exhibits excellent enantioselectivities with acceptable overall yields.
Article
Chemistry, Multidisciplinary
Dongxu Yang, Linqing Wang, Fengxia Han, Dan Li, Depeng Zhao, Rui Wang
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2015)
Article
Chemistry, Multidisciplinary
Bangzhi Zhang, Fengxia Han, Linqing Wang, Dan Li, Dongxu Yang, Xiaoli Yang, Junxian Yang, Xiaofang Li, Depeng Zhao, Rui Wang
CHEMISTRY-A EUROPEAN JOURNAL
(2015)
Article
Chemistry, Organic
Dongxu Yang, Dan Li, Linqing Wang, Depeng Zhao, Rui Wang
JOURNAL OF ORGANIC CHEMISTRY
(2015)
Article
Multidisciplinary Sciences
Depeng Zhao, Thomas M. Neubauer, Ben L. Feringa
NATURE COMMUNICATIONS
(2015)
Article
Chemistry, Multidisciplinary
Depeng Zhao, Thomas van Leeuwen, Jinling Cheng, Ben L. Feringa
Article
Chemistry, Multidisciplinary
Linda E. Franken, Yuchen Wei, Jiawen Chen, Egbert J. Boekema, Depeng Zhao, Marc C. A. Stuart, Ben L. Feringa
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Multidisciplinary
Dongxu Yang, Linqing Wang, Dan Li, Fengxia Han, Depeng Zhao, Rui Wang
CHEMISTRY-A EUROPEAN JOURNAL
(2015)
Article
Chemistry, Organic
Thomas M. Neubauer, Thomas van Leeuwen, Depeng Zhao, Anouk S. Lubbe, Jos C. M. Kistemaker, Ben L. Feringa
Article
Chemistry, Organic
Linqing Wang, Dongxu Yang, Fengxia Han, Dan Li, Depeng Zhao, Rui Wang
Article
Chemistry, Multidisciplinary
Ajmal Khan, Heng Zhao, Meina Zhang, Shahid Khan, Depeng Zhao
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Article
Biochemistry & Molecular Biology
Zhe Chang, Tong Ma, Yu Zhang, Zheng Dong, Heng Zhao, Depeng Zhao
Article
Chemistry, Multidisciplinary
Yu Zhang, Zhe Chang, Heng Zhao, Stefano Crespi, Ben L. Feringa, Depeng Zhao
Article
Chemistry, Multidisciplinary
Hong Wang, Zhe Chang, Guo-di Cai, Ping Yang, Jiang-he Chen, Shan-shu Yang, Yin-feng Guo, Ming-yu Wang, Xue-hua Zheng, Jin-ping Lei, Pei-qing Liu, De-peng Zhao, Jun-jian Wang
Summary: A series of novel indomethacin derivatives were evaluated for their anti-tumor effects in castration-resistant prostate cancer, with CZ-212-3 showing the most potent efficacy by degrading AR and its variants to inhibit tumor growth.
ACTA PHARMACOLOGICA SINICA
(2022)
Article
Multidisciplinary Sciences
Zhe Chang, Jialin Huang, Si Wang, Geshuyi Chen, Heng Zhao, Rui Wang, Depeng Zhao
Summary: Late-stage C(sp(3))-H bond functionalization of N-heterocycles with broad substrate scope remains a challenge in modern chemical synthesis and pharmaceutical chemistry, but here the authors demonstrate copper-catalysed late-stage C(sp(3))-H functionalization of N-heterocycles using commercially available catalysts under mild reaction conditions. The approach shows potential utility in modifying medicinally important skeletons with a range of nucleophiles.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Zhanyong Tang, Ke Mo, Xiaoqiang Ma, Jialin Huang, Depeng Zhao
Summary: The direct C-H trifluoromethylation of arenes via a radical pathway has recently gained considerable attention. However, a major challenge in C-H trifluoromethylation is the lack of site-selectivity on the phenyl ring, especially para-selectivity. Here, we demonstrate a new strategy for para-selective C-H trifluoromethylation of benzamide derivatives using iminium activation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
