Recent applications of the divinylcyclopropane–cycloheptadiene rearrangement in organic synthesis

Sebastian Krüger and Tanja Gaich
Beilstein J. Org. Chem. 2014, 10, 163–193. https://doi.org/10.3762/bjoc.10.14

Cite the Following Article

Recent applications of the divinylcyclopropane–cycloheptadiene rearrangement in organic synthesis
Sebastian Krüger and Tanja Gaich
Beilstein J. Org. Chem. 2014, 10, 163–193. https://doi.org/10.3762/bjoc.10.14

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Krüger, S.; Gaich, T. Beilstein J. Org. Chem. 2014, 10, 163–193. doi:10.3762/bjoc.10.14

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  • Rasheed, F.; Nikolaev, A.; Dhesi, A.; Zeng, T.; Guo, Y. X.; Krishna, Y.; Komijani, S.; Orellana, A. Mild and catalytic electrocyclizations of heptatrienyl anions. Chemical science 2024, 15, 8163–8169. doi:10.1039/d4sc00926f
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  • Huang, M.-Y.; Zhao, J.-B.; Zhang, C.-D.; Zhou, Y.-J.; Lu, Z.-S.; Zhu, S.-F. Enantioselective α-Boryl Carbene Transformations. Journal of the American Chemical Society 2024, 146, 9871–9879. doi:10.1021/jacs.3c14766
  • Wei, Y.; Wang, G.; Zhang, Z.; Li, M.; Ma, N.; Wu, H.; Zhang, G. Cope Rearrangement of 1-Acyl-2-vinylcyclopropanes to Cyclohept-4-Enones. The Journal of organic chemistry 2024, 89, 1127–1139. doi:10.1021/acs.joc.3c02319
  • Marichev, K.; Doyle, M. (3+1) and (3+3) Cycloadditions. Comprehensive Chirality; Elsevier, 2024; pp 247–265. doi:10.1016/b978-0-32-390644-9.00040-8
  • Orellana, A.; Komijani, S. The Electrocyclization of Heptatrienyl Anions. Synthesis 2023, 56, 701–713. doi:10.1055/s-0040-1720086
  • Eitzinger, A.; Ofial, A. R. Reactivity of electrophilic cyclopropanes. Pure and applied chemistry. Chimie pure et appliquee 2023, 95, 389–400. doi:10.1515/pac-2023-0209
  • Masson, K.; Dousset, M.; Biletskyi, B.; Chentouf, S.; Naubron, J.; Parrain, J.; Commeiras, L.; Nava, P.; Chouraqui, G. Designing Donor‐Acceptor Cyclopropane for the ThermalSynthesis of Carbocyclic Eight‐Membered Rings. Advanced Synthesis & Catalysis 2023, 365, 1002–1011. doi:10.1002/adsc.202300015
  • Zhang, J.; Wang, L.; Chong, Q.; Meng, F. Cobalt‐Catalyzed Diastereo‐ and Enantioselective Hydroarylation of Cyclopropenes with Arylboronic Acids. Asian Journal of Organic Chemistry 2023, 12. doi:10.1002/ajoc.202200720
  • Ji, H.; Knutson, P. C.; Harrington, C. M.; Ke, Y.-T.; Ferreira, E. M. The Analysis of Two Distinct Strategies toward the Enantioselective Formal Total Synthesis of (+)-Gelsenicine. Tetrahedron 2023, 134, 133278. doi:10.1016/j.tet.2023.133278
  • Mendel, M.; Gnägi, L.; Dabranskaya, U.; Schoenebeck, F. Rapid and Modular Access to Vinyl Cyclopropanes Enabled by Air-stable Palladium(I) Dimer Catalysis. Angewandte Chemie (International ed. in English) 2023, 62, e202211167. doi:10.1002/anie.202211167
  • Mendel, M.; Gnägi, L.; Dabranskaya, U.; Schoenebeck, F. Rapid and Modular Access to Vinyl Cyclopropanes Enabled by Air‐stable Palladium(I) Dimer Catalysis. Angewandte Chemie 2023, 135. doi:10.1002/ange.202211167
  • 茹, 莉. Study on Aromatic Cope Rearrangement Reaction. Journal of Organic Chemistry Research 2023, 11, 234–244. doi:10.12677/jocr.2023.114023
  • Pericyclases in Natural Product Biosynthesis. Natural Product Biosynthesis; The Royal Society of Chemistry, 2022; pp 658–704. doi:10.1039/bk9781839165641-00658
  • Fang, Z.; Ma, Y.; Liu, S.; Bai, H.; Li, S.; Ning, Y.; Zanoni, G.; Liu, Z. Silver-catalyzed [4 + 3] cycloaddition of 1,3-dienes with alkenyl-N-triftosylhydrazones: a practical approach to 1,4-cycloheptadienes. Organic Chemistry Frontiers 2022, 9, 4426–4434. doi:10.1039/d2qo00806h
  • Abegg, T.; Cossy, J.; Meyer, C. Cascade Cope/Winstein Rearrangements: Synthesis of Azido-Cycloheptadienes from Dialkenylcyclopropanes Possessing a Vinyl Azide. Organic letters 2022, 24, 4954–4959. doi:10.1021/acs.orglett.2c01888
  • Liu, Z.; Sivaguru, P.; Zanoni, G.; Bi, X. N-Triftosylhydrazones: A New Chapter for Diazo-Based Carbene Chemistry. Accounts of chemical research 2022, 55, 1763–1781. doi:10.1021/acs.accounts.2c00186
  • Liu, Z.; Yang, Y.; Jiang, X.; Song, Q.; Zanoni, G.; Liu, S.; Bi, X. Dearomative [4 + 3] cycloaddition of furans with vinyl-N-triftosylhydrazones by silver catalysis: stereoselective access to oxa-bridged seven-membered bicycles. Organic Chemistry Frontiers 2022, 9, 2444–2452. doi:10.1039/d2qo00256f
  • Hill, H. M.; Tucker, Z. D.; Rodriguez, K. X.; Wendt, K. A.; Ashfeld, B. L. Generation of Functionalized Azepinone Derivatives via a (4 + 3)-Cycloaddition of Vinyl Ketenes and α-Imino Carbenes Derived from N-Sulfonyl-triazoles. The Journal of organic chemistry 2022, 87, 3825–3833. doi:10.1021/acs.joc.1c03002
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