Au(I)-catalyzed cycloaddition pathways of non-terminal propargyl substrates

References

• Sperger, C. A.; Tungen, J. E.; Fiksdahl, A. Gold(I)-Catalyzed Reactions of Propargyl Esters with Vinyl Derivatives. Eur. J. Org. Chem. 2011, 2011, 3719–3722. DOI: 10.1002/ejoc.201100291.
   Web of Science ®Google Scholar
• Iqbal, N.; Sperger, C. A.; Fiksdahl, A. Gold(I)-Catalysed Alkene Cycloaddition Reactions of Propargyl Acetals. Eur. J. Org. Chem. 2013, 2013, 907–914. DOI: 10.1002/ejoc.201201328.
   Web of Science ®Google Scholar
• Iqbal, N.; Fiksdahl, A. Gold(I)-Catalyzed Benz[c]Azepin-4-ol Synthesis by Intermolecular [5 + 2] Cycloaddition. J. Org. Chem. 2013, 78, 7885–7895. DOI: 10.1021/jo401075n.
   PubMedGoogle Scholar
• Siah, H.-S. M.; Kaur, M.; Iqbal, N.; Fiksdahl, A. Gold(I)-Catalysed Tandem Cyclisation of Propargyl Acetals and Vinyl Esters. Eur. J. Org. Chem. 2014, 2014, 1727–1740. DOI: 10.1002/ejoc.201301674.
   Web of Science ®Google Scholar
• Evjen, S.; Fiksdahl, A. Gold(I)-Catalysed [3 + 3] Cycloaddition of Propargyl Acetals and Nitrones. Tetrahedron 2016, 72, 3270–3276. DOI: 10.1016/j.tet.2016.04.058.
   Web of Science ®Google Scholar
• Evjen, S.; Fiksdahl, A. Gold(I)-Catalysed Azepine Synthesis from Propargyl Acetals and Aryl Azides. Eur. J. Org. Chem. 2016, 2016, 2858–2863. DOI: 10.1002/ejoc.201600319.
   Web of Science ®Google Scholar
• Siah, H.-S. M.; Hogsnes, M. C.; Iqbal, N.; Fiksdahl, A. Gold(I)-Catalysed Tandem Cyclization of Propargyl Acetals and Alkynes. Tetrahedron 2016, 72, 1058–1068. DOI: 10.1016/j.tet.2015.12.080.
   Web of Science ®Google Scholar
• Jónsson, H. F.; Evjen, S.; Fiksdahl, A. Gold(I)-Catalyzed [2 + 2+2] Cyclotrimerization of 1,3-Diarylpropargyl Acetals. Org. Lett. 2017, 19, 2202–2205. DOI: 10.1021/acs.orglett.7b00411.
   PubMed Web of Science ®Google Scholar
• Reiersølmoen, A. C.; Østrem, E.; Fiksdahl, A. Gold(III)-Catalysed Cis-to-Trans Cyclopropyl Isomerization. Eur. J. Org. Chem. 2018, 2018, 3317–3325. DOI: 10.1002/ejoc.201800419.
   Web of Science ®Google Scholar
• Jónsson, H. F.; Fiksdahl, A. Studies on Gold–Nitrone Systems. Dalton Trans. 2019, 48, 142–149. DOI: 10.1039/C8DT04254C.
   Web of Science ®Google Scholar
• Ulč, J.; Nečas, D.; Koukal, P.; Havlíček, V.; Tošner, Z.; Hybelbauerová, S.; Kotora, M. Chiral Unsymmetrically Substituted Bipyridine N,N′-Dioxides as Catalysts for the Allylation of Aldehydes. Eur. J. Org. Chem. 2018, 2018, 5109–5116. DOI: 10.1002/ejoc.201800485.
   Web of Science ®Google Scholar
• Reep, C.; Morgante, P.; Peverati, R.; Takenaka, N. Axial-Chiral Biisoquinoline N,N′-Dioxides Bearing Polar Aromatic C–H Bonds as Catalysts in Sakurai-Hosomi-Denmark Allylation. Org. Lett. 2018, 20, 5757–5761. DOI: 10.1021/acs.orglett.8b02457.
   PubMed Web of Science ®Google Scholar
• Siah, H.-S. M.; Fiksdahl, A. Dual-Gold(I)-Generated Trifluoromethylation of Terminal Alkynes with Togni’s Reagent. J. Fluorine Chem. 2017, 197, 24–33. DOI: 10.1016/j.jfluchem.2017.01.004.
   Web of Science ®Google Scholar
• Fulmer, G. R.; Miller, A. J. M.; Sherden, N. H.; Gottlieb, H. E.; Nudelman, A.; Stoltz, B. M.; Bercaw, J. E.; Goldberg, K. I. NMR Chemical Shifts of Trace Impurities: Common Laboratory Solvents, Organics, and Gases in Deuterated Solvents Relevant to the Organometallic Chemist. Organometallics 2010, 29, 2176–2179. DOI: 10.1021/om100106e.
   Web of Science ®Google Scholar
• Brown, T. J.; Robertson, B. D.; Widenhoefer, R. A. Synthesis and X-Ray Crystal Structure of a Cationic Gold (I) π-(1,3-Diene) Complex Generated via Isomerization of a Gold π-Allene Complex. J. Organomet. Chem. 2014, 758, 25–28. DOI: 10.1016/j.jorganchem.2014.01.030.
   Web of Science ®Google Scholar
• Jones, A. C. Gold π-Complexes as Model Intermediates in Gold Catalysis. In Homogeneous Gold Catalysis; Slaughter, L. M., Ed. Springer International Publishing: Cham, 2015; pp 133–165.
   Google Scholar
• Li, H.; Harris, R. J.; Nakafuku, K.; Widenhoefer, R. A. Kinetics and Mechanism of Allene Racemization Catalyzed by a Gold N-Heterocyclic Carbene Complex. Organometallics 2016, 35, 2242–2248. DOI: 10.1021/acs.organomet.6b00307.
   Web of Science ®Google Scholar
• Takasu, K.; Shindoh, N.; Tokuyama, H.; Ihara, M. Catalytic Imino Diels-Alder Reaction by Triflic Imide and Its Application to One-Pot Synthesis from Three Components. Tetrahedron 2006, 62, 11900–11907. DOI: 10.1016/j.tet.2006.09.092.
   Web of Science ®Google Scholar
• Mehra, V.; Lumb, I.; Anand, A.; Kumar, V. Recent Advances in Synthetic Facets of Immensely Reactive Azetidines. RSC Adv. 2017, 7, 45763–45783. DOI: 10.1039/C7RA08884A.
   Web of Science ®Google Scholar
• Takizawa, S.; Arteaga, F. A.; Yoshida, Y.; Suzuki, M.; Sasai, H. Organocatalyzed Formal [2 + 2] Cycloaddition of Ketimines with Allenoates: Facile Access to Azetidines with a Chiral Tetrasubstituted Carbon Stereogenic Center. Org. Lett. 2013, 15, 4142–4145. DOI: 10.1021/ol401817q.
   PubMed Web of Science ®Google Scholar
• Łysek, R.; Furman, B.; Kałuża, Z.; Frelek, J.; Suwińska, K.; Urbańczyk-Lipkowska, Z.; Chmielewski, M. [2 + 2] Cycloaddition of Chlorosulfonyl Isocyanate to Allenyl-Sugar Ethers. Tetrahedron: Asymmetry 2000, 11, 3131–3150. DOI: 10.1016/S0957-4166(00)00260-3.
   Google Scholar
• Akiyama, T.; Daidouji, K.; Fuchibe, K. Cu(I)-Catalyzed Enantioselective [2 + 2] Cycloaddition of 1-Methoxyallenylsilane with α-Imino Ester: Chiral Synthesis of α,β-Unsaturated Acylsilanes. Org. Lett. 2003, 5, 3691–3693. DOI: 10.1021/ol0353621.
   PubMed Web of Science ®Google Scholar