Catalytic Enantioselective Hetero-[6+4] and -[6+2] Cycloadditions for the Construction of Condensed Polycyclic Pyrroles, Imidazoles, and Pyrazoles

Autor: Andreu Vidal-Albalat, Kendall N. Houk, Giulio Bertuzzi, Maxime Giardinetti, Karl Anker Jørgensen, Adam Simon, Mathias Kirk Thøgersen

Publikováno v: Bertuzzi, G, Thøgersen, M K, Giardinetti, M, Vidal-Albalat, A, Simon, A, Houk, K N & Jørgensen, K A 2019, ' Catalytic Enantioselective Hetero-[6+4] and-[6+2] Cycloadditions for the Construction of Condensed Polycyclic Pyrroles, Imidazoles, and Pyrazoles ', Journal of the American Chemical Society, vol. 141, no. 7, pp. 3288-3297 . https://doi.org/10.1021/jacs.8b13659

The development of the first chemo-, regio-, and stereoselective hetero-[6+4] and -[6+2] cycloadditions of heteroaromatic compounds via amino aza- and diazafulvenes is presented. Pyrroles, imidazoles, and pyrazoles substituted with a formyl group rea

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::73368fe9c472d38f6bd5d35a32da04bc
https://doi.org/10.1021/jacs.8b13659

Catalytic Enantioselective [10+4] Cycloadditions

Autor: Nicolaj Inunnguaq Jessen, Mette Louise Christensen, Giulio Bertuzzi, Teresa A. Palazzo, Maxime Giardinetti, Karl Anker Jørgensen, Bjarke S. Donslund

Publikováno v: Donslund, B S, Jessen, N I, Bertuzzi, G, Giardinetti, M, Palazzo, T A, Christensen, M L & Jørgensen, K A 2018, ' Catalytic Enantioselective [10+4] Cycloadditions ', Angewandte Chemie-International Edition, vol. 57, no. 40, pp. 13182-13186 . https://doi.org/10.1002/anie.201807830

The first peri- and stereoselective [10+4] cycloaddition between catalytically generated amino isobenzofulvenes and electron-deficient dienes is described. The highly stereoselective catalytic [10+4] cycloaddition exhibits a broad scope with high yie

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4fa53a6e5f673d54f5f55e9876de2e55
http://hdl.handle.net/11585/663193

Asymmetric Synthesis of Fused Polycyclic Indazoles through Aminocatalyzed Aza-Michael Addition/Intramolecular Cyclization

Autor: Christine Greck, Maxime Giardinetti, Jerome Marrot, Vincent Coeffard, Xavier Moreau

Publikováno v: The Journal of Organic Chemistry. 81:6855-6861

The first example of an asymmetric aminocatalyzed aza-Michael addition of 1H-indazole derivatives to α,β-unsaturated aldehydes is described. The iminium/enamine cascade process lies at the heart of our strategy, leading to enantioenriched fused pol

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::acf868e0eb43291d71d9b21854985e51
https://doi.org/10.1021/acs.joc.6b01201

Synthesis and fluorosolvatochromic properties of 1,7-annulated indoles

Autor: Vincent Coeffard, Xavier Moreau, Christine Greck, Jérôme Marrot, Maxime Giardinetti

Publikováno v: New Journal of Chemistry
New Journal of Chemistry, Royal Society of Chemistry, 2017, 41 (15), pp.7331-7338. ⟨10.1039/c7nj00365j⟩

A new family of indole-based fluorescent dyes has been easily synthesized from readily available substrates. The structures of all new compounds were confirmed by NMR, IR, and HRMS and a crystallographic structure has been obtained for the 2,6-dicyan

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::10e897977d1a45aef1ff3039f953073f
https://hal.archives-ouvertes.fr/hal-02141222

ChemInform Abstract: Construction of Enantioenriched Polysubstituted Hexahydropyridazines via a Sequential Multicatalytic Process Merging Palladium Catalysis and Aminocatalysis

Autor: Maxime Giardinetti, Vincent Coeffard, A.-S. Marques, Xavier Moreau, Christine Greck, Jerome Marrot

Publikováno v: ChemInform. 47

An efficient multicatalytic strategy for the construction of nitrogen-containing heterocycles has been reported. The powerful combination of organic and metal catalysis in a single vessel allowed the formation of enantioenriched polysubstituted cycli

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::d52413d60a29c6a7e5ad79cc3d3dae69
https://doi.org/10.1002/chin.201629194