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TITLE:
Concise Total Synthesis of Lundurines A-C Enabled by Gold Catalysis and a Homodienyl Retro-Ene/Ene Isomerization - PC:1532

URV's Author/s:ECHAVARREN PABLOS, ANTONIO MARIA; Mariia S. Kirillova; Michael E. Muratore; Ruth Dorel
Author, as appears in the article.:Antonio M. Echavarren; Mariia S. Kirillova; Michael E. Muratore; Ruth Dorel
Author identifier:0000-0001-6808-3007; n/a; n/a; n/a
Journal publication year:2016
Publication Type:Article
ISSN:0002-7863
Abstract:The total synthesis of lundurines A-C has been accomplished in racemic and enantiopure forms in 11-13 and 12-14 steps, respectively, without protection/deprotection of functional groups, by a novel tandem double condensation/Claisen rearrangement, a gold(I)-catalyzed alkyne hydroarylation, a cyclopropanation via formal [3 + 2] cycloaddition/nitrogen extrusion, and a remarkable olefin migration through a vinylcyclopropane retro-ene/ene reaction that streamlines the endgame.
Article's DOI:10.1021/jacs.6b01428
Link to the original source:https://pubs.acs.org/doi/10.1021/jacs.6b01428
Papper version:info:eu-repo/semantics/publishedVersion
licence for use:https://creativecommons.org/licenses/by/3.0/es/
Department:Química Analítica i Química Orgànica
Licence document URL:https://repositori.urv.cat/ca/proteccio-de-dades/
Thematic Areas:Chemistry
Keywords:Synthesis (chemical)
Gold catalysis
Entity:Universitat Rovira i Virgili
Record's date:2016-05-02
First page:3671
Last page:3674
Journal volume:138
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