Literature DB >> 15387609

Ionic and covalent copper(II)-based catalysts for Michael additions. The mechanism.

Josep Comelles1, Marcial Moreno-Mañas, Elisabet Pérez, Anna Roglans, Rosa M Sebastián, Adelina Vallribera.   

Abstract

Cu(SbF6)2-AdamBox and copper(II) bis-(5-tert-butylsalicylaldehydate) catalyze the Michael addition in neutral media. Mechanistic studies, based on UV-vis, IR, and electrospray ionization mass spectrometry (ESI-MS), suggest that copper enolates of the beta-dicarbonyl formed in situ are the active nucleophilic species. Copyright 2004 American Chemical Society

Entities:  

Year:  2004        PMID: 15387609     DOI: 10.1021/jo049373z

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Copper(II)-Catalyzed Tandem Decarboxylative Michael/Aldol Reactions Leading to the Formation of Functionalized Cyclohexenones.

Authors:  Jeonghyo Lee; Sibin Wang; Miranda Callahan; Pavel Nagorny
Journal:  Org Lett       Date:  2018-03-21       Impact factor: 6.005

2.  Concise Enantioselective Synthesis of Oxygenated Steroids via Sequential Copper(II)-Catalyzed Michael Addition/Intramolecular Aldol Cyclization Reactions.

Authors:  Nathan R Cichowicz; Will Kaplan; Yaroslav Khomutnyk; Bijay Bhattarai; Zhankui Sun; Pavel Nagorny
Journal:  J Am Chem Soc       Date:  2015-11-10       Impact factor: 15.419

  2 in total

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