Enantioselective synthesis of planar chiral ferrocenes via palladium-catalyzed annulation with diarylethynes

Yan-Chao Shi, Rong-Fei Yang, De-Wei Gao and Shu-Li You
Beilstein J. Org. Chem. 2013, 9, 1891–1896. https://doi.org/10.3762/bjoc.9.222

Supporting Information

Supporting Information File 1: Experimental, characterization data and spectra.
Format: PDF Size: 2.0 MB Download

Cite the Following Article

Enantioselective synthesis of planar chiral ferrocenes via palladium-catalyzed annulation with diarylethynes
Yan-Chao Shi, Rong-Fei Yang, De-Wei Gao and Shu-Li You
Beilstein J. Org. Chem. 2013, 9, 1891–1896. https://doi.org/10.3762/bjoc.9.222

How to Cite

Shi, Y.-C.; Yang, R.-F.; Gao, D.-W.; You, S.-L. Beilstein J. Org. Chem. 2013, 9, 1891–1896. doi:10.3762/bjoc.9.222

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

  • Cao, F.; Gao, C.; Zi, J.; Hu, J.; Yang, Y.; Zhang, W.-X.; Zhang, H. Palladium-catalyzed intramolecular C–H arylation of ferrocenyl-sulfides, sulfoxide and its application in metal ion recognition. Green Synthesis and Catalysis 2023. doi:10.1016/j.gresc.2023.11.011
  • Cao, F.; Wang, Y.; Feng, P.; Hu, J.; Yang, Y.; Zhang, H. Pd-Catalyzed Asymmetric Oxidative C-H/C-H Cross-Coupling Reaction between Ferrocenes and Azoles. The Journal of organic chemistry 2023, 88, 5752–5759. doi:10.1021/acs.joc.3c00212
  • Cong, X.; Huang, L.; Hou, Z. C–H functionalization with alkenes, allenes, and alkynes by half-sandwich rare-earth catalysts. Tetrahedron 2023, 135, 133323. doi:10.1016/j.tet.2023.133323
  • Bera, S.; Biswas, A.; Pal, J.; Roy, L.; Mondal, S.; Samanta, R. Pd(II)-Catalyzed Oxidative Naphthylation of 2-Pyridone through N-H/C-H Activation Using Diarylacetylene as an Uncommon Arylating Agent. Organic letters 2023, 25, 1952–1957. doi:10.1021/acs.orglett.3c00497
  • Ling, L.; Song, Z.; Shan, H.; Wang, C.; Li, S.; Wang, Y.; Hu, J.; Chen, Q.; Zhang, H.; Yang, Y. Design and synthesis of a new family of planar and central chiral ferrocenyl phosphine ligands. Chemical communications (Cambridge, England) 2023, 59, 2739–2742. doi:10.1039/d2cc06492h
  • Cao, F.; Gao, C.; Zi, J.; Hu, J.; Yang, Y.; Zhang, W.-X.; Zhang, H. Palladium-Catalyzed Intramolecular C-H Arylation of Ferrocenyl-Sulfides, Sulfoxide and its Application in Metal Ion Recognition. Elsevier BV 2023. doi:10.2139/ssrn.4596433
  • Jacob, N.; Wencel‐Delord, J. doi:10.1002/9783527834242.chf0013
  • Han, L.-L.; Cui, Y.-M.; Yang, Q.; Fang, L.-L.; Xu, L.-W. Palladium-Catalyzed Transient Chirality Transfer and Atroposelective C-H Functionalization to Access Quaternary Stereocenters. Angewandte Chemie (International ed. in English) 2022, 61, e202211922. doi:10.1002/anie.202211922
  • Han, L.; Cui, Y.; Yang, Q.; Fang, L.; Xu, L. Palladium‐Catalyzed Transient Chirality Transfer and Atroposelective C‐H Functionalization to Access Quaternary Stereocenters. Angewandte Chemie 2022, 134. doi:10.1002/ange.202211922
  • Jin, Z. doi:10.1002/9783527834242.chf0132
  • Vidal, X.; Font, M.; Gulías, M.; Mascareñas, J. L. doi:10.1002/9783527834242.chf0138
  • Shibata, T. doi:10.1002/9781119736424.ch20
  • Dhawa, U.; Wdowik, T.; Ackermann, L. doi:10.1002/9781119736424.ch11
  • Zhang, Z.-Z.; Huang, D.-Y.; Shi, B.-F. Recent advances in the synthesis of ferrocene derivatives via 3d transition metal-catalyzed C-H functionalization. Organic & biomolecular chemistry 2022, 20, 4061–4073. doi:10.1039/d2ob00558a
  • Yu, X.; Zhang, Z.-Z.; Niu, J.-L.; Shi, B.-F. Coordination-assisted, transition-metal-catalyzed enantioselective desymmetric C–H functionalization. Organic Chemistry Frontiers 2022, 9, 1458–1484. doi:10.1039/d1qo01884a
  • Zou, X.; Li, Y.; Ke, Z.; Xu, S. Chiral Bidentate Boryl Ligand-Enabled Iridium-Catalyzed Enantioselective Dual C–H Borylation of Ferrocenes: Reaction Development and Mechanistic Insights. ACS Catalysis 2022, 12, 1830–1840. doi:10.1021/acscatal.1c05299
  • Zhang, C.-W.; Hu, X.-Q.; Dai, Y.-H.; Yin, P.; Wang, C.; Duan, W.-L. Asymmetric C–H Activation for the Synthesis of P- and Axially Chiral Biaryl Phosphine Oxides by an Achiral Cp*Ir Catalyst with Chiral Carboxylic Amide. ACS Catalysis 2021, 12, 193–199. doi:10.1021/acscatal.1c05080
  • Mou, Q.; Zhao, R.; Niu, R.; Fukagawa, S.; Shigeno, T.; Yoshino, T.; Matsunaga, S.; Sun, B. Cp*Ir(III)/chiral carboxylic acid-catalyzed enantioselective C–H alkylation of ferrocene carboxamides with diazomalonates. Organic Chemistry Frontiers 2021, 8, 6923–6930. doi:10.1039/d1qo01344k
  • Plevová, K.; Kisszékelyi, P.; Vargová, D.; Andrejčák, S.; Tóth, V.; Fertáľ, L.; Rakovský, E.; Filo, J.; Šebesta, R. Diastereoselective Double C-H Functionalization of Chiral Ferrocenes with Heteroaromatics. Chemistry (Weinheim an der Bergstrasse, Germany) 2021, 27, 15501–15507. doi:10.1002/chem.202102624
  • Hu, P.; Kong, L.; Wang, F.; Zhu, X.; Li, X. Twofold C-H Activation-Based Enantio- and Diastereoselective C-H Arylation Using Diarylacetylenes as Rare Arylating Reagents. Angewandte Chemie (International ed. in English) 2021, 60, 20424–20429. doi:10.26434/chemrxiv.14696775
Other Beilstein-Institut Open Science Activities