Chiral Cu(II)-catalyzed enantioselective β-borylation of α,β-unsaturated nitriles in water

Scholarly Works

• Compagno, N.; Lucchetti, N.; Palmisano, A.; Profeta, R.; Scarso, A. Pd-Catalyzed Borylation in Water and Its Application to the Synthesis of Active Pharmaceutical Ingredient (API) Intermediates. The Journal of organic chemistry 2024, 89, 12452–12461. doi:10.1021/acs.joc.4c01389
• Kitanosono, T.; Yamashita, Y.; Kobayashi, S. A chronicle of organic synthesis in water: A trajectory of growth in the intervening quarter century. Tetrahedron 2023, 143, 133474. doi:10.1016/j.tet.2023.133474
• Li, W.; Wen, W.; Chen, S.; Ding, L.; He, B.; Zhang, Y.; Li, B.; Zhu, L. Copper(II)-Catalyzed 1,6-Hydroboration Reactions of p‑Quinone Methides Under Ligand-Free Conditions: A Sequential Methodology to gem-Disubstituted Methanols. Catalysis Letters 2022, 153, 1294–1299. doi:10.1007/s10562-022-04063-7
• Das, K. K.; Mahato, S.; Hazra, S.; Panda, S. Development of Methods to the Synthesis of β-Boryl Acyls, Imines and Nitriles. Chemical record (New York, N.Y.) 2022, 22, e202100290. doi:10.1002/tcr.202100290
• Chandra, P. Recent Advancement in the Copper Mediated Synthesis of Heterocyclic Amides as Important Pharmaceutical and Agrochemicals. ChemistrySelect 2021, 6, 10274–10322. doi:10.1002/slct.202103035
• Snead, R. F.; Nekvinda, J.; Santos, W. L. Copper(II)-catalyzed protoboration of allenes in aqueous media and open air. New Journal of Chemistry 2021, 45, 14925–14931. doi:10.1039/d0nj02010a
• Zhou, L.; Han, B.; Zhang, Y.; Li, B.; Liansheng, W.; Wang, J.; Wang, X.; Zhu, L. Cellulosic CuI Nanoparticles as a Heterogeneous, Recyclable Catalyst for the Borylation of α,β-Unsaturated Acceptors in Aqueous Media. Catalysis Letters 2021, 151, 1–10.
• Zhou, L.; Han, B.; Zhang, Y.; Li, B.; Wang, L.; Wang, J.; Wang, X.; Zhu, L. Cellulosic CuI Nanoparticles as a Heterogeneous, Recyclable Catalyst for the Borylation of α,β-Unsaturated Acceptors in Aqueous Media. Catalysis Letters 2021, 151, 3220–3229. doi:10.1007/s10562-021-03571-2
• Yan, F.; Zhou, L.; Han, B.; Zhang, Y.; Li, B.; Liansheng, W.; Zhu, L. Zeolite Immobilized Copper Catalyzed Conjugate Borylation of α,β-Unsaturated Compounds in Aqueous Media. Chinese Journal of Organic Chemistry 2021, 2074. doi:10.6023/cjoc202011017
• Bednářová, E.; Malatinec, Š.; Kotora, M. Applications of Bolm's Ligand in Enantioselective Synthesis. Molecules (Basel, Switzerland) 2020, 25, 958. doi:10.3390/molecules25040958
• Kitanosono, T.; Kobayashi, S. Advances in Organoboron Chemistry towards Organic Synthesis; Georg Thieme Verlag KG, 2020. doi:10.1055/sos-sd-230-00174
• Kaur, N. Copper catalyzed synthesis of seven and higher membered heterocycles. Synthetic Communications 2019, 49, 879–916. doi:10.1080/00397911.2018.1543780
• Wen, W.; Han, B.; Yan, F.; Ding, L.; Li, B.; Liansheng, W.; Zhu, L. Borylation of α,β-Unsaturated Acceptors by Chitosan Composite Film Supported Copper Nanoparticles. Nanomaterials (Basel, Switzerland) 2018, 8, 326. doi:10.3390/nano8050326
• Guo, B.; Zijlstra, D. S.; de Vries, J. G.; Otten, E. Oxa‐Michael Addition to α,β‐Unsaturated Nitriles: An Expedient Route to γ‐Amino Alcohols and Derivatives. ChemCatChem 2018, 10, 2868–2872. doi:10.1002/cctc.201800509
• Kitanosono, T.; Masuda, K.; Xu, P.; Kobayashi, S. Catalytic Organic Reactions in Water toward Sustainable Society. Chemical reviews 2017, 118, 679–746. doi:10.1021/acs.chemrev.7b00417
• Guo, W.; Liu, X.; Liu, Y.; Li, C. Chiral Catalysis at the Water/Oil Interface. ACS Catalysis 2017, 8, 328–341. doi:10.1021/acscatal.7b02118
• Isegawa, M.; Sameera, W. M. C.; Sharma, A. K.; Kitanosono, T.; Kato, M.; Kobayashi, S.; Morokuma, K. Copper-Catalyzed Enantioselective Boron Conjugate Addition: DFT and AFIR Study on Different Selectivities of Cu(I) and Cu(II) Catalysts. ACS Catalysis 2017, 7, 5370–5380. doi:10.1021/acscatal.7b01152
• Iyanar, K.; Sibi, M. P. Chiral Lewis Acids in Organic Synthesis; Wiley, 2017; pp 103–135. doi:10.1002/9783527802142.ch4
• Kitanosono, T.; Kobayashi, S. Chiral Lewis Acids in Organic Synthesis; Wiley, 2017; pp 299–344. doi:10.1002/9783527802142.ch9
• Zhu, L.; Kitanosono, T.; Xu, P.; Kobayashi, S. Chiral Cu(II)‐Catalyzed Enantioselective β‐Borilation of α,β‐Unsaturated Nitriles in Water. ChemInform 2016, 47. doi:10.1002/chin.201604060

Explore citations to this article at