Gold-Catalyzed Post-Ugi Ipso-Cyclization with Switchable Diastereoselectivity

Gold-Catalyzed Post-Ugi Ipso-Cyclization with Switchable Diastereoselectivity

A gold-catalyzed post-Ugi ipso-cyclization for the diastereoselective synthesis of spirocyclic pyrrol-2-one-dienone system is described. Tuning the catalytic system, solvent, and temperature allowed selectively attaining two sets of diastereoisomers. The scope of the process has been evaluated, and...

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Veröffentlicht in:JOURNAL OF ORGANIC CHEMISTRY 2018-08, Vol.83 (15), p.8170-8182
Hauptverfasser: Nechaev, Anton A, Van Hecke, Kristof, Zaman, Manzoor, Kashtanov, Stepan, Ungur, Liviu, Pereshivko, Olga P, Peshkov, Vsevolod A, Van der Eycken, Erik V
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Sprache:eng
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Zusammenfassung:A gold-catalyzed post-Ugi ipso-cyclization for the diastereoselective synthesis of spirocyclic pyrrol-2-one-dienone system is described. Tuning the catalytic system, solvent, and temperature allowed selectively attaining two sets of diastereoisomers. The scope of the process has been evaluated, and a putative mechanistic model was proposed.
ISSN:0022-3263