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Pd-Catalyzed Miyaura Borylation and Telescopic Borylation/Suzuki–Miyaura Cross-Coupling Processes in Deep-Eutectic Solvents J. Org. Chem. (IF 3.6) Pub Date : 2024-05-08 Francesco D’Amico, Costanza Papucci, Daniele Franchi, Gianna Reginato, Maurizio Taddei, Alessandro Mordini, Lorenzo Zani, Alessio Dessì, Massimo Calamante
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Effective In Situ Alkoxide Trapping by TMSX in the Presence of TPP Catalyst in Glycidol Acetal Rearrangements J. Org. Chem. (IF 3.6) Pub Date : 2024-05-08 Meera Johny, Goreti Rajendar
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α-Cleavage of 2,2-Diazido-2,3-dihydroinden-1-one in Solution and Cryogenic Matrices J. Org. Chem. (IF 3.6) Pub Date : 2024-05-08 Brandi James, H. Dushanee M. Sriyarathne, Upasana Banerjee, Wandana K. S. Henarath Mohottige, Ben Crabtree, Aliz León, Miao Hong, Javeria Tariq, Taha Alhayani, Manabu Abe, Bruce S. Ault, Anna D. Gudmundsdottir
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Purple Light-Promoted Coupling of Bromopyridines with Grignard Reagents via SET J. Org. Chem. (IF 3.6) Pub Date : 2024-05-08 Xingyu Lei, Yihan Wang, Shanshan Ma, Peng Jiao
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Flexible and Convergent Enantioselective Total Synthesis of (R)-Juglanaloids A and B: Two Phthalide Spiro Alkaloids with Potential Alzheimer’s Disease Inhibitory Activity J. Org. Chem. (IF 3.6) Pub Date : 2024-05-08 Ibrahim Khettar, Arianna Sinibaldi, Rosaria Schettini, Giorgio Gorini, Ayesha Siddiqa, Antonella Dentoni Litta, Francesco De Riccardis, Irene Izzo, Giorgio Della Sala
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Phosphine-Catalyzed Domino Annulation of γ-Vinyl Allenoates: Synthesis of Tetrahydrofuro[3,2-c]quinoline Derivatives Org. Lett. (IF 5.2) Pub Date : 2024-05-08 Mengmeng Ma, Jiaxu Feng, Wei Cai, You Huang
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Nickel–Photoredox-Catalyzed Stereoconvergent Coupling of Alkenyl Halides and Nitrogen-Containing Heterocycles Org. Lett. (IF 5.2) Pub Date : 2024-05-08 Sodai Nishino, Kô Sudo, Takuya Kurahashi
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Cr-Catalyzed Intramolecular Arylative Cross-Coupling of Unactivated C–H Bonds with C–Halide Bonds Org. Lett. (IF 5.2) Pub Date : 2024-05-08 Xuelan Wang, Jiaoyue Zhong, Meiming Luo, Xiaoming Zeng
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Piperazate-Guided Isolation of Caveamides A and B, Cyclohexenylalanine-Containing Nonribosomal Peptides from a Cave Actinomycete Org. Lett. (IF 5.2) Pub Date : 2024-05-08 Mostafa Hagar, Kalindi D. Morgan, Spencer D. Stumpf, Maya Tsingos, Carmen A. Banuelos, Marianne D. Sadar, Joshua A. V. Blodgett, Raymond J. Andersen, Katherine S. Ryan
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Synthesis and Properties of Oligonucleotides Containing LNA-Sulfamate and Sulfamide Backbone Linkages Org. Lett. (IF 5.2) Pub Date : 2024-05-08 Belma Zengin Kurt, Debashis Dhara, Afaf H. El-Sagheer, Tom Brown
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Directed C(sp3)-H Arylation of Free α-Aminophosphonates: Dual Models Exploration via Palladium Catalysis Org. Lett. (IF 5.2) Pub Date : 2024-05-08 Li−Na Yi, Tao Zhao, Jinghan Bu, Jiedi Long, Qiang Yang
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Chemical Synthesis of a Densely Functionalized Aminodisaccharide from Fusobacterium nucleatum ATCC 23726 O-Antigen Org. Lett. (IF 5.2) Pub Date : 2024-05-08 Meiru Ding, Chunjun Qin, Wenbin Sun, Guangzong Tian, Xiaopeng Zou, Jing Hu, Jian Yin
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Enantio- and Diastereoselective Total Synthesis of Belzutifan Enabled by Rh-Catalyzed Hydrogenation Org. Lett. (IF 5.2) Pub Date : 2024-05-06 Diane N. Le, Heather C. Johnson, Yu-hong Lam, Chunrui Sun, Lili Cheng, Kevin M. Belyk
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Design of Triazolium-Grafted Peptidomimetic Macrocycles with Facial Amphipathicity to Target Pathogenic Bacteria Org. Lett. (IF 5.2) Pub Date : 2024-05-06 Cassandra Guerinot, Mélodie Malige, Nicolas Charbonnel, Killian Malosse, Laurent Jouffret, Claude Taillefumier, Olivier Roy, Christiane Forestier, Sophie Faure
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Photosynthesis of C-1-Deuterated Aldehydes via Chlorine Radical-Mediated Selective Deuteration of the Formyl C–H Bond Org. Lett. (IF 5.2) Pub Date : 2024-05-06 Qingzhu Xu, Wei Ou, Hao Hou, Qiyuan Wang, Lei Yu, Chenliang Su
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Al(III)-Promoted Formation of All-Carbon Quaternary Centers from Aliphatic Tertiary Chlorides and Alkynyl Silanes J. Org. Chem. (IF 3.6) Pub Date : 2024-05-07 Paul Charki, Daniel S. Müller
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Synthesis of Macrolactone Core of ent-Formosalide A via Regioselective Ether Cyclization J. Org. Chem. (IF 3.6) Pub Date : 2024-05-07 Risa Mozumi, Keisuke Fukaya, Hina Ito, Tomomi Komatsu, Daisuke Urabe
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Sparteine Thiourea: The Synthesis of an N Chiral Bispidine-Quinolizidine-Derived Organocatalyst and Applications in Asymmetric Synthesis of Dihydropyrano[c]chromenes J. Org. Chem. (IF 3.6) Pub Date : 2024-05-07 Hexin Sun, Lin Huang, Jianhui Huang
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EMM-Promoted Pd-Catalyzed Solid State Intramolecular Heck-Type Cyclization/Boronation and Suzuki Couplings: Access to Functionalized Indolines J. Org. Chem. (IF 3.6) Pub Date : 2024-05-06 Yuwei Jia, Hui Wang, Jintao Guo, Feng Zhang, Lizhi Zhang, Xinjin Li, Yan Zhao, Xingliang Bao, Qing Liu, Xiaowei Li, Hui Liu
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An Alternative Approach to Synthesize Sildenafil via Improved Copper-Catalyzed Cyclization J. Org. Chem. (IF 3.6) Pub Date : 2024-05-06 Abdullajon Odilov, Xudong Gong, Hongjian Qin, Emmanuel Mintah Bonku, Fuqiang Zhu, Feipu Yang, Jingshan Shen
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Mechanistic Studies on Bromocyclization of Unsaturated Thioester by Density Functional Theory and Experiment J. Org. Chem. (IF 3.6) Pub Date : 2024-05-06 Rinako Saegusa, Miari Kurihara, Hiroki Shigehisa
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Continuous Crystallization Kinetics of Cefradine in a Mixed Suspension Mixed Product Removal System Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-07 Yueyi Yang, Chenxin Xie, Chuang Ma, Baoshu Liu, Xiaowei Cheng, Hongxun Hao, Hua Sun
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Design and Characterization of a Novel Continuous Annular Gap Crystallizer Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-07 Nico Nys, Lorenz Buchgraber, Peter Neugebauer, Matthew J. Jones, Heidrun Gruber-Woelfler
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Scalable Protocol for Removing Triphenylphosphine Oxide from Reactions Using MgCl2 and Wet Milling Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-07 Eric G. Moschetta, Benoit Cardinal-David, Travis B. Dunn, Moiz Diwan
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Efficient, Scalable Synthesis of Functionalized Pyrrolo[2,1-f][1,2,4]triazines Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-07 Shawn K. Pack, Lei Feng, Ce Chen, Zhongzhen Li
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A Coalescing Filter for Liquid–Liquid Separation and Multistage Extraction in Continuous-Flow Chemistry Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-06 James Daglish, A. John Blacker, Gregory de Boer, Stephen J. Russell, Muhammad Tausif, David R. J. Hose, Anna R. Parsons, Alex Crampton, Nikil Kapur
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Kilogram-Scale Synthesis of 11β-Hydroxyandrosterone Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-06 Hossay Abas, Peter Blencowe, Ellen MacDonald, Emma Stanway, Eric P. A. Talbot, Haiyang Wang, Morag Watson, Jin Zhang, Lucy A. Harwood
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Visible-light-induced Markovnikov addition of olefin for construction of deuterated α-tertiary amino acid derivatives Org. Chem. Front. (IF 5.4) Pub Date : 2024-05-02 Rui Chen, Cong Lu, Yujun Li, Ke Zheng
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Synthesis of 1,4‐Disubstituted and 1‐Substituted β‐Carbolines via 3‐Substituted 2‐Acylindoles Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-07 Katharina Thees, Martin Untergehrer, Ilya A. P. Jourjine, Franz Bracher
β‐Carbolines represent a large class of bioactive natural products, whereby most of these alkaloids bear residues at C1, and occasionally at C3, and only limited examples of 1,4‐disubstituted β‐carbolines are known. In this project we worked out a novel approach to 1,4‐disubstituted β‐carbolines and performed a comprehensive analysis of the scope and limitations of this methodology. The 1,4‐disubstituted
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Brønsted Acid Catalyzed Dehydroxylative Cyanation of Benzylic Alcohols with Trimethylsilyl Cyanide Using 1,1,1,3,3,3‐Hexafluoro‐2‐propanol as a Solvent Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-07 Kosho Makino, Mai Hasebe, Shunsuke Sueki, Masahiro Anada
A concise and direct cyanation of secondary and tertiary benzylic and allylic alcohols catalyzed by Brønsted acid has been developed using trimethylsilyl cyanide (TMSCN) as a cyanide source and 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP) as a solvent. The present transition metal‐free catalytic process is operationally simple to perform under “open‐flask” conditions and it is applicable to the preparation
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Potassium tert‐Butoxide‐Promoted Aerobic Dehydrazination of Arylhydrazines: From Arylhydrazines to Substituent Aromatics Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-06 Shengli Zhang, Xiangdong Tan, Yingxu Wu, Yu Si, Rensong Sun, Ziang Liu, Yun Nie, Zhigang Gao, Lei Wang
An efficiently aerobic dehydrazination of arylhydrazines promoted by potassium tert‐butoxide (tBuOK) is detailed in this study. This method smoothly produces aromatics analogues from arylhydrazines using catalytic amount of tBuOK under practical conditions, exhibiting excellent functional group tolerance and a broad substrate scope. The application potential of this approach is further demonstrated
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Continuous Scalable Synthesis and Concentration Variation of Organozinc Compounds Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-02 Lars Gössl, Kai Dahms, Gabriele Menges-Flanagan, Michael Maskos
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Lithium Bromide-Promoted Formal C(sp3)–H Bond Insertion Reactions of β-Carbonyl Esters with Sulfoxonium Ylides to Synthesize 1,4-Dicarbonyl Compounds J. Org. Chem. (IF 3.6) Pub Date : 2024-05-04 Hailin Guo, Yuhao Ding, Jingwen Fan, Zhiyong Li, Guolin Cheng
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Modular Approach to Highly Substituted 3-Methylpyridones J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Yan Zhang, Hui Chen, Lianyou Zheng, Lingling Shi, Xin Che, Zhuoqi Zhang, Jinbao Xiang
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Construction of C5‐Indole Unnatural Amino Acid Motifs via Diastereoselective Pd(II)‐Catalyzed β‐C(sp3)‐H Functionalization Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-04 Pooja Patel, Srinivasarao Arulananda Babu, Radha Tomar
We report the construction of C5‐indole unnatural amino acid derivatives via the diastereoselective Pd(II)‐catalyzed prochiral β‐C(sp3)‐H arylation of racemic (DL), and enantiopure L‐ and D‐carboxamides of amino acids with 5‐iodoindoles. Independently, indole‐based compounds and amino acid motifs are important small molecules in organic synthesis and drug discovery research. This report aimed to contribute
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Synthesis and Optical Property Modulation of Substituted [2.2]Paracylophanes through Through‐Space Conjugation Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-04 Sushil Lambud, Anil Bhadke, Zahir Ali Siddiqui, Vaishali Chaudhari, Nagaiyan Sekar, Rajesh Bhosale, Sandeep More
4,16‐para‐substituted [2.2]paracylophane with naphthalene (PCP⎼NAP), anthracene (PCP⎼ANTH), and tetraphenylethylene (PCP⎼TPE), as new through‐space conjugated dimers, were prepared by the Suzuki–Miyaura cross‐coupling reaction of 4,16‐diboryl[2.2]paracyclophane and the corresponding bromo derivative using Pd(PPh3)4 as a catalyst and KOH as a base. The synthesized compounds were fully characterized
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Access to 2-Alkenyl-furans via a Cascade of Pd-Catalyzed Cyclization/Coupling Followed by Oxidative Aromatization with DDQ J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Bartosz Bisek, Wojciech Chaładaj
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Deciphering the Origin of Regioselectivity in Ru(II)-Catalyzed C–H Annulation of N-Chlorobenzamides with 1,3-Diynes J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Janavi Rajput, Arijit Ghosh, Amit B. Pawar, Bhaskar Mondal
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Elucidating the Mechanism of Tetrahydrofuran-Diol Formation through Os(VI)-Catalyzed Oxidative Cyclization of 5,6-Dihydroxyalkenes Ligated by Citric Acid J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Aqeel A. Hussein, Nadhir N. A. Jafar, Yumiao Ma
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Merging Cobalt-Catalyzed C–H Activation with the Mannich Reaction: A Modular Approach to α-Substituted N-Sulfonyl Amines J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Oluwaseun A. Olu-Igbiloba, Helmut Sitzmann, Georg Manolikakes
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Cascade Sequence of Photooxygenation–Epoxidation for the Flow Synthesis of Epoxy Alcohols J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Ji Eun Kim, Go Eun Son, Hyo Jin Lim, Yea Seul Jang, Chan Ho Song, Chan Pil Park
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Cobalt(II)-Catalyzed Synthesis of γ-Diketones from Aryl Alkenes and Its Utilization in the Synthesis of Various Heterocyclic Compounds J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Subham Sau, Krishna Mohan Das, Bijan Mondal, Arunabha Thakur
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Synthesis of Fused [1,2,3]-Triazoloheteroarenes via Intramolecular Azo Annulation of N-Tosylhydrazones Catalyzed by 1,8-Diaza-bicyclo[5.4.0]undec-7-ene J. Org. Chem. (IF 3.6) Pub Date : 2024-05-03 Orume J. Edirin, Jesse D. Carrick
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Construction of 3-Methyl-2-Substituted Benzo[b]furans and 3-Methyl-2-Substituted Benzo[b]thiophenes Using Solid Calcium Carbide as a Substitute for Gaseous Acetylene J. Org. Chem. (IF 3.6) Pub Date : 2024-05-02 Zhiqiang Wang, Zhenrong Liu, Ting Shao, Zheng Li
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Regioselective Propargylic Suzuki–Miyaura Coupling by SciPROP-Iron Catalyst J. Org. Chem. (IF 3.6) Pub Date : 2024-04-29 Siming Lu, Ryosuke Agata, Satsuki Nomura, Hiroshi Matsuda, Katsuhiro Isozaki, Masaharu Nakamura
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Development of a Kilogram-Scale Manufacturing Route for Bis-Tac-dG: Essential Building-Block for Guadecitabine Org. Process Res. Dev. (IF 3.4) Pub Date : 2024-05-03 Kirtee Wani, Shyamapada Banerjee, Nipun Davar, Yogesh S. Sanghvi
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B(C6F5)3-Catalyzed Formal (n + 3) (n = 5 and 6) Cycloaddition of Bicyclo[1.1.0]butanes to Medium Bicyclo[n.1.1]alkanes Org. Lett. (IF 5.2) Pub Date : 2024-05-03 Liangliang Yang, Haiyang Wang, Ming Lang, Jian Wang, Shiyong Peng
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Electrochemical Oxidative Difunctionalization of Diazo Compounds with Diselenides and Nucleophiles Org. Lett. (IF 5.2) Pub Date : 2024-05-02 Lei Zhan, Yi-Chen Tao, Lei Gao, Mu-Xue He, Ying-Ming Pan, Ye Zhang, Xian-Li Ma, Zu-Yu Mo
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Photocatalytic Thio/Selenosulfonylation–Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles Org. Lett. (IF 5.2) Pub Date : 2024-04-29 Hang-Dong Zuo, Xi Chen, Yue Zhang, Jian-Wu Liu, Sheng-Hu Yan, Guigen Li, Jia-Yin Wang
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(±)-Hypandrone A, a Pair of Polycyclic Polyprenylated Acylphloroglucinol Enantiomers with a Caged 7/6/5/6/6 Pentacyclic Skeleton from Hypericum androsaemum Org. Chem. Front. (IF 5.4) Pub Date : 2024-05-03 Jiang-Chun Wei, Pingping Fan, Yahui Huang, Hanxiao Zeng, Rui Jiang, Zhengzhi Wu, Zhengxi Hu, Yonghui Zhang
(±)-Hypandrone A (1), a pair of highly modified polycyclic polyprenylated acylphloroglucinol (PPAP) enantiomers, with an unprecedentedly caged 2,8,17-trioxapentacyclo-[11.4.2.01,9.04,9.010,15]-nonadecane core, were isolated from the fruits of Hypericum androsaemum. The racemate (±)-1 were successfully separated into the two optically pure enantiomers (ee ≥ 99%) using a preparative HPLC system. Their
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Site-selective C(sp3)–H functionalization of primary aliphatic amines Org. Chem. Front. (IF 5.4) Pub Date : 2024-04-30 Ye Tao, Kaige Guo, Hao Chen, Guobing Yan, Ming Guo
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Daphnicyclidin Alkaloids 2001‒2023 Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-03 Martin Hiersemann, Jan Gierok
The Daphniphyllum alkaloids represent a particularly diverse class of complex diterpene alkaloids, which are characterized by their enormous structural diversity. The daphnicyclidins, a subgroup of these alkaloids, stand out due to their unique pentafulvene structural motif. This review article gives an overview of the compounds that have been isolated so far and can be assigned to this subgroup. Furthermore
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Diastereoselective Aldol Reaction of α‐Azido Ketones with α‐CF3 Pyruvate to Organoazides with Vicinal Tetrasubstituted Carbons Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-03 Yang Gao, Xue-Xin Zhang, Zhi Tu, Jin-Sheng Yu, Jian Zhou
A direct diastereoselective aldol reaction of cyclic or acyclic α‐azido ketones with α‐trifluoromethyl (CF3) pyruvate catalysed by DABCO is developed, which allowed the facile access of CF3‐containing multifunctional organoazides with vicinal tetrasubstituted carbons in good to high yields and diastereoselectivities. Moreover, phenylethynyl trifluoro‐ and difluoromethyl ketones are also viable substrates
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Supramolecular Chemistry: Exploring the Use of Electronic Structure, Molecular Dynamics, and Machine Learning Approaches Eur. J. Org. Chem. (IF 2.8) Pub Date : 2024-05-03 Matheus C. Colaço, Vinícius A. Glitz, Amanda K. Jacobs, Vinicius Capriles Port, Giovanni Finoto Caramori
This review aims to highlight the role that computational chemistry has played in advancing the supramolecular chemistry field. We demonstrated recent uses of computational methodologies to elucidate noncovalent interactions in various processes occurring in supramolecular systems. We also emphasized the contributions of these techniques to studying reactions within confined space, showing how computational
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Chemoenzymatic Dynamic Kinetic Resolution Protocol with an Immobilized Oxovanadium as a Racemization Catalyst J. Org. Chem. (IF 3.6) Pub Date : 2024-05-02 Jiarui Chen, Lingqin Min, Fanxu Meng, Yiwen Fu, Junhong Liu, Yuanyuan Zhang
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Structure–Photoreactivity Studies of BODIPY Photocages: Limitations of the Activation Barrier for Optimizing Photoreactions J. Org. Chem. (IF 3.6) Pub Date : 2024-05-02 Komadhie C. Dissanayake, Ding Yuan, Arthur H. Winter
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One-Carbon Homologation of Knoevenagel Adducts: Enantioselective Access to Benzhydryl Derivatives J. Org. Chem. (IF 3.6) Pub Date : 2024-05-02 Julien Janssens, Madeline De Roose, Alexis Jacquemin, Thomas Vanhosmael, Arnaud Delbrassinne, Laurent Collard, Raphaël Robiette
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Carbene-Catalyzed [4+2] Cycloaddition of Cyclobutenones and Isatins for Quick Access to Chiral Chlorine-Containing Spirocyclic δ-Lactones J. Org. Chem. (IF 3.6) Pub Date : 2024-05-02 Bin Liu, Xian Zhou, Qinqin Liu, Zaihui Yang, Yuanhu Mao, Qing He, Tianyuan Zhang, Xiangkai Kong, Jiquan Zhang, Weike Liao, Lei Tang
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Asymmetric Additions Empowered by OrganoCatalysts, Metal Catalysts, and Deep Natural Eutectic Solvents (NADES) J. Org. Chem. (IF 3.6) Pub Date : 2024-05-02 Elisabete P. Carreiro, Gesine J. Hermann, Hans-Jürgen Federsel, Anthony J. Burke
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Transesterification of Dimethyl Carbonate with Ethanol Catalyzed by Guanidine: A Theoretical Analysis J. Org. Chem. (IF 3.6) Pub Date : 2024-05-02 Sina Gilassi, Serge Kaliaguine