Boron-substituted 1,3-dienes and heterodienes as key elements in multicomponent processes

Ludovic Eberlin, Fabien Tripoteau, François Carreaux, Andrew Whiting and Bertrand Carboni
Beilstein J. Org. Chem. 2014, 10, 237–250. https://doi.org/10.3762/bjoc.10.19

Cite the Following Article

Boron-substituted 1,3-dienes and heterodienes as key elements in multicomponent processes
Ludovic Eberlin, Fabien Tripoteau, François Carreaux, Andrew Whiting and Bertrand Carboni
Beilstein J. Org. Chem. 2014, 10, 237–250. https://doi.org/10.3762/bjoc.10.19

How to Cite

Eberlin, L.; Tripoteau, F.; Carreaux, F.; Whiting, A.; Carboni, B. Beilstein J. Org. Chem. 2014, 10, 237–250. doi:10.3762/bjoc.10.19

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Stephens, S. M.; Bray, J. M.; Weierbach, S. M.; Adornato, G. M.; Schrider, J. A.; Lambert, K. M. Facile access to 1,3-bis(boryl) dienes to build molecular complexity through cycloadditions. Tetrahedron Letters 2023, 117, 154381. doi:10.1016/j.tetlet.2023.154381
  • Bao, Z.; Wu, C.; Wang, J. Palladium-Catalyzed Three-Component Coupling of Benzynes, Benzylic/Allylic Bromides and 1,1-Bis[(pinacolato)boryl]methane. Catalysts 2023, 13, 126. doi:10.3390/catal13010126
  • Rohde, L. N.; Diver, S. T. Preparation of Dienyl Boronates by Tandem Ene-Yne Metathesis/Dienyl Isomerization: Ready Access to Diene Building Blocks for the Synthesis of Polyenes. The Journal of organic chemistry 2022, 87, 14078–14092. doi:10.1021/acs.joc.2c01678
  • Liu, Y.; Ni, D.; Brown, M. K. Boronic Ester Enabled [2 + 2]-Cycloadditions by Temporary Coordination: Synthesis of Artochamin J and Piperarborenine B. Journal of the American Chemical Society 2022, 144, 18790–18796. doi:10.1021/jacs.2c08777
  • Skaria, M.; Culpepper, J. D.; Daly, S. R. Leveraging Metal and Ligand Reactive Sites for One Pot Reactions: Ligand-Centered Borenium Ions for Tandem Catalysis with Palladium. Chemistry (Weinheim an der Bergstrasse, Germany) 2022, 28, e202201791. doi:10.1002/chem.202201791
  • Liu, Y.; Ni, D.; Stevenson, B. G.; Tripathy, V.; Braley, S. E.; Raghavachari, K.; Swierk, J. R.; Brown, M. K. Photosensitized [2+2]‐Cycloadditions of Alkenylboronates and Alkenes. Angewandte Chemie 2022, 134. doi:10.1002/ange.202200725
  • Liu, Y.; Ni, D.; Stevenson, B. G.; Tripathy, V.; Braley, S. E.; Raghavachari, K.; Swierk, J. R.; Brown, M. K. Photosensitized [2+2]-Cycloadditions of Alkenylboronates and Alkenes. Angewandte Chemie (International ed. in English) 2022, 61, e202200725. doi:10.1002/anie.202200725
  • Chauhan, A. N. S.; Mali, G.; Erande, R. D. Regioselectivity Switch Towards the Development of Innovative Diels‐Alder Cycloaddition and Productive Applications in Organic Synthesis. Asian Journal of Organic Chemistry 2022, 11. doi:10.1002/ajoc.202100793
  • Panda, S.; Das, K. K.; Kumar, P.; Ghorai, D.; Mondal, B. Organoboron Compounds Towards Asymmetric Pericyclic Reaction; Exploitation to Bioactive Molecule Synthesis. Asian Journal of Organic Chemistry 2022, 11. doi:10.1002/ajoc.202100092
  • Grygorenko, O. O.; Moskvina, V. S.; Kleban, I.; Hryshchyk, O. V. Synthesis of saturated and partially saturated heterocyclic boronic derivatives. Tetrahedron 2022, 104, 132605. doi:10.1016/j.tet.2021.132605
  • Xu, G.-L.; Liu, C.-Y.; Pang, X.; Liu, X.-Y.; Shu, X.-Z.
  • Das, K. K.; Manna, S.; Panda, S. Transition metal catalyzed asymmetric multicomponent reactions of unsaturated compounds using organoboron reagents. Chemical communications (Cambridge, England) 2020, 57, 441–459. doi:10.1039/d0cc06460b
  • Welker, M. E. Boron and Silicon-Substituted 1,3-Dienes and Dienophiles and Their Use in Diels-Alder Reactions. Molecules (Basel, Switzerland) 2020, 25, 3740. doi:10.3390/molecules25163740
  • Hermann, A.; Fantuzzi, F.; Arrowsmith, M.; Zorn, T.; Krummenacher, I.; Ritschel, B.; Radacki, K.; Engels, B.; Braunschweig, H. Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene. Angewandte Chemie 2020, 132, 15847–15855. doi:10.1002/ange.202006131
  • Hermann, A.; Fantuzzi, F.; Arrowsmith, M.; Zorn, T.; Krummenacher, I.; Ritschel, B.; Radacki, K.; Engels, B.; Braunschweig, H. Oxidation, Coordination and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene. Angewandte Chemie (International ed. in English) 2020, 59, 15717–15725. doi:10.1002/anie.202006131
  • Grygorenko, O. O.; Moskvina, V. S.; Hryshchuk, O. V.; Tymtsunik, A. V. Cycloadditions of Alkenylboronic Derivatives. Synthesis 2020, 52, 2761–2780. doi:10.1055/s-0040-1707159
  • François, B.; Eberlin, L.; Berrée, F.; Whiting, A.; Carboni, B. Generating Skeletal Diversity and Complexity from Boron‐Substituted 1,3‐Dienes and Enophiles. European Journal of Organic Chemistry 2020, 2020, 3282–3293. doi:10.1002/ejoc.202000330
  • François, B.; Eberlin, L.; Berrée, F.; Whiting, A.; Carboni, B. Access to Fused Pyrroles from Cyclic 1,3-Dienyl Boronic Esters and Arylnitroso Compounds. The Journal of organic chemistry 2020, 85, 5173–5182. doi:10.1021/acs.joc.9b03214
  • Choi, H.; Shirley, H. J.; Aitken, H. R. M.; Schulte, T.; Söhnel, T.; Hume, P. A.; Brimble, M. A.; Furkert, D. P. Intermolecular Diels-Alder Cycloaddition/Cross-Coupling Sequences of 2-Bromo-1,3-butadienes. Organic letters 2020, 22, 1022–1027. doi:10.1021/acs.orglett.9b04567
  • Medran, N. S.; Dezotti, F.; Pellegrinet, S. C. Remarkable Reactivity of Boron-Substituted Furans in the Diels–Alder Reactions with Maleic Anhydride. Organic letters 2019, 21, 5068–5072. doi:10.1021/acs.orglett.9b01662
Other Beilstein-Institut Open Science Activities