Copper-Catalyzed Asymmetric Conjugate Addition of Dimethylzinc to Acyl-N-methylimidazole Michael Acceptors: a Powerful Synthetic Platform

2015 ◽  
Vol 127 (40) ◽  
pp. 11996-12000 ◽  
Author(s):  
Sammy Drissi-Amraoui ◽  
Marie S. T. Morin ◽  
Christophe Crévisy ◽  
Olivier Baslé ◽  
Renata Marcia de Figueiredo ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Michael Acceptors

scholarly journals Photoredox radical conjugate addition of dithiane-2-carboxylate promoted by an iridium(iii) phenyl-tetrazole complex: a formal radical methylation of Michael acceptors

2017 ◽  
Vol 8 (2) ◽  
pp. 1613-1620 ◽  
Author(s):  
Andrea Gualandi ◽  
Elia Matteucci ◽  
Filippo Monti ◽  
Andrea Baschieri ◽  
Nicola Armaroli ◽  
...  
Keyword(s):  
Michael Reaction ◽  
Conjugate Addition ◽  
Michael Acceptors

An iridium(iii) phenyl-tetrazole complex is a versatile catalyst for a new photocatalytic Michael reaction.

scholarly journals Copper-catalyzed enantioselective conjugate addition of organometallic reagents to challenging Michael acceptors

2020 ◽  
Vol 16 ◽  
pp. 212-232 ◽  
Author(s):  
Delphine Pichon ◽  
Jennifer Morvan ◽  
Christophe Crévisy ◽  
Marc Mauduit
Keyword(s):  
Natural Products ◽  
Conjugate Addition ◽  
Catalytic Transformation ◽  
Chiral Molecules ◽  
Catalytic Systems ◽  
Organometallic Reagents ◽  
Recent Advances ◽  
Wide Range ◽  
Michael Acceptors

The copper-catalyzed enantioselective conjugate addition (ECA) of organometallic nucleophiles to electron-deficient alkenes (Michael acceptors) represents an efficient and attractive methodology for providing a wide range of relevant chiral molecules. In order to increase the attractiveness of this useful catalytic transformation, some Michael acceptors bearing challenging electron-deficient functions (i.e., aldehydes, thioesters, acylimidazoles, N-acyloxazolidinones, N-acylpyrrolidinones, amides, N-acylpyrroles) were recently investigated. Remarkably, only a few chiral copper-based catalytic systems have successfully achieved the conjugate addition of different organometallic reagents to these challenging Michael acceptors, with excellent regio- and enantioselectivity. Furthermore, thanks to their easy derivatization, the resulting chiral conjugated products could be converted into various natural products. The aim of this tutorial review is to summarize recent advances accomplished in this stimulating field.

Copper-Catalyzed Asymmetric Conjugate Addition of Dimethylzinc to Acyl-N -methylimidazole Michael Acceptors: Scope, Limitations and Iterative Reactions

2016 ◽  
Vol 358 (15) ◽  
pp. 2519-2540 ◽  
Author(s):  
Sammy Drissi-Amraoui ◽  
Thibault E. Schmid ◽  
Jimmy Lauberteaux ◽  
Christophe Crévisy ◽  
Olivier Baslé ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Michael Acceptors

Conjugate addition of gem-borazirconocene alkanes to Michael acceptors

1995 ◽  
Vol 36 (11) ◽  
pp. 1805-1808 ◽  
Author(s):  
Schubert Pereira ◽  
Morris Srebnik
Keyword(s):  
Conjugate Addition ◽  
Michael Acceptors

ChemInform Abstract: Enantioselective Organocatalytic Conjugate Addition of Aldehydes to Vinyl Sulfones and Vinyl Phosphonates as Challenging Michael Acceptors.

ChemInform ◽  
2009 ◽  
Vol 40 (29) ◽  
Author(s):  
Sarah Sulzer-Mosse ◽  
Alexandre Alexakis ◽  
Jiri Mareda ◽  
Guillaume Bollot ◽  
Gerald Bernardinelli ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Michael Acceptors ◽  
Vinyl Phosphonates

ChemInform Abstract: Copper-Catalyzed Asymmetric Conjugate Addition of Organometallic Reagents to Extended Michael Acceptors

ChemInform ◽  
2016 ◽  
Vol 47 (12) ◽  
pp. no-no
Author(s):  
Thibault E. Schmid ◽  
Sammy Drissi-Amraoui ◽  
Christophe Crevisy ◽  
Olivier Basle ◽  
Marc Mauduit
Keyword(s):  
Conjugate Addition ◽  
Organometallic Reagents ◽  
Michael Acceptors

ChemInform Abstract: In Search of New Approaches to Asymmetric Conjugate Addition: Screening Studies on the Use of [Zn(bpy*)X(R)] Reagents and α,β-Unsaturated Amide Michael Acceptors.

ChemInform ◽  
2008 ◽  
Vol 39 (2) ◽  
Author(s):  
Alexander J. Blake ◽  
Daniela Giunta ◽  
Jonathan Shannon ◽  
Maurizio Solinas ◽  
Francesca Walzer ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
New Approaches ◽  
Michael Acceptors
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