Designing Donor‐Acceptor Cyclopropane for the ThermalSynthesis of Carbocyclic Eight‐Membered Rings

Autor: Kévin Masson, Maxime Dousset, Bohdan Biletskyi, Sara Chentouf, Jean‐Valère Naubron, Jean‐Luc Parrain, Laurent Commeiras, Paola Nava, Gaëlle Chouraqui

Publikováno v: Advanced Synthesis and Catalysis
Advanced Synthesis and Catalysis, 2023, 365 (7), pp.1002-1011. ⟨10.1002/adsc.202300015⟩

International audience; An access to functionalised eight-membered carbocyclic ring compounds was developed by simply stirring an unusual vinylogous Donor-Acceptor Cyclopropane (DAC) in boiling o-xylene. Both experimental and computational studies we

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::214a99e4fee57a5fbc9d8b297cce5fd5
https://hal.science/hal-04153558

Dissecting the Gold(I)-Catalyzed Carboaminations of N-Allyl Tetrahydro-β-carbolines to Allenes

Autor: Valérian Gobé, Xavier Guinchard, Maxime Dousset, Vincent Gandon, Pascal Retailleau

Publikováno v: Journal of Organic Chemistry
Journal of Organic Chemistry, American Chemical Society, 2018, 83 (2), pp.898-912. ⟨10.1021/acs.joc.7b02900⟩

N-Allyl tetrahydro-β-carbolines undergo gold-catalyzed cyclizations that lead to tetracyclic compounds, resulting from both ring closure and the transfer of the allylic group from the nitrogen to the carbon backbone. The final skeleton obtained depe

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3feaa4b824862ecbd77a9aebaa27416c
https://doi.org/10.1021/acs.joc.7b02900

Gold(I)-Catalyzed Carboaminations of Allenes by N -Allyltetrahydro-β-carbolines: An Experimental and Theoretical Study

Autor: Maxime Dousset, Xavier Guinchard, Vincent Gandon, Valérian Gobé, Pascal Retailleau

Publikováno v: Advanced Synthesis & Catalysis. 358:3960-3965

N-Allyltetrahydro-β-carbolines bearing a pendant allene undergo unprecedented gold(I)-catalyzed cyclizations proceeding with an allyl migration from the nitrogen to the allene moiety. The initial product of the gold-catalyzed cyclization evolves eit

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::e94bba673fe9a4f08f21187abab769b4
https://doi.org/10.1002/adsc.201601075

Tiffeneau–Demjanov Rearrangement by Using alpha-Chloro-diazo-acetate: A Direct Access to alpha-Chlorinated Medium-Size-Ring Ketones via Ring Enlargement

Autor: Jean-Luc Parrain, Sylvana Cohen, Maxime Dousset, Gaëlle Chouraqui, Karel Le Jeune

Publikováno v: SYNTHESIS
SYNTHESIS, Georg Thieme Verlag, 2016, 48, pp.2396-2401. ⟨10.1055/s-0035-1561413⟩
Synthesis: Journal of Synthetic Organic Chemistry
Synthesis: Journal of Synthetic Organic Chemistry, 2016, 48, pp.2396-2401. ⟨10.1055/s-0035-1561413⟩

International audience; alpha-Chloro(diazo)acetate can be readily used in an intermolecular ring expansion catalyzed by a boron Lewis acid to construct alpha-chlorinated medium-size cyclic ketones. This intermolecular Tiffeneau–Demjanov reaction pr

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3d406040390d1c26064c1f80c98cd42b
https://hal.archives-ouvertes.fr/hal-01414922