An Eco-Friendly Asymmetric Organocatalytic Conjugate Addition of Malonates to α,β-Unsaturated Aldehydes: Application on the Synthesis of Chiral Indoles

2013 ◽  
Vol 2013 (26) ◽  
pp. 5917-5922 ◽  
Author(s):  
Karla Santos Feu ◽  
Anna Maria Deobald ◽  
Senthil Narayanaperumal ◽  
Arlene G. Corrêa ◽  
Márcio Weber Paixão
Keyword(s):  
Conjugate Addition ◽  
Unsaturated Aldehydes

scholarly journals Ionic Liquids as Precatalysts in the Highly Stereoselective Conjugate Addition of α,β-Unsaturated Aldehydes to Chalcones

2014 ◽  
Vol 20 (43) ◽  
pp. 13889-13893 ◽  
Author(s):  
Linda Ta ◽  
Anton Axelsson ◽  
Joachim Bijl ◽  
Matti Haukka ◽  
Henrik Sundén
Keyword(s):  
Ionic Liquids ◽  
Conjugate Addition ◽  
Unsaturated Aldehydes

ChemInform Abstract: Copper-Catalyzed Conjugate Addition of Trimethylaluminum to α,. beta.-Unsaturated Aldehydes.

ChemInform ◽  
2010 ◽  
Vol 25 (51) ◽  
pp. no-no
Author(s):  
J. KABBARA ◽  
S. FLEMMING ◽  
K. NICKISCH ◽  
H. NEH ◽  
J. WESTERMANN
Keyword(s):  
Conjugate Addition ◽  
Unsaturated Aldehydes

Copper-Catalyzed Conjugate Addition of Trimethylaluminium to α, β-Unsaturated Aldehydes

Synlett ◽  
1994 ◽  
Vol 1994 (08) ◽  
pp. 679-680 ◽  
Author(s):  
Jazid Kabbara ◽  
Steffen Flemming ◽  
Klaus Nickisch ◽  
Harribert Neh ◽  
Jürgen Westermann
Keyword(s):  
Conjugate Addition ◽  
Unsaturated Aldehydes

Copper-Catalyzed Enantioselective Conjugate Addition to α,β-Unsaturated Aldehydes with Various Organometallic Reagents

Synthesis ◽  
2016 ◽  
Vol 48 (19) ◽  
pp. 3301-3308 ◽  
Author(s):  
Sylvie Goncalves-Contal ◽  
Ludovic Gremaud ◽  
Laëtitia Palais ◽  
Lucille Babel ◽  
Alexandre Alexakis
Keyword(s):  
Bond Formation ◽  
Conjugate Addition ◽  
Chiral Ligands ◽  
Grignard Reagents ◽  
Important Class ◽  
Reaction Conditions ◽  
Organometallic Reagents ◽  
Unsaturated Aldehydes

β-Substituted aldehydes constitute a very important class of compounds found in nature. Synthesis of this motif can be envisioned by C–C bond formation on enals. For this purpose, we report herein the development of enantioselective copper-catalyzed conjugate addition of various organometallic reagents to α,β-unsaturated aldehydes with (R)-H8BINAP, (R)-TolBINAP, and (R)-SEGPHOS as chiral ligands. Three sets of conditions were successfully developed and several enals were used. Reactivity and regio- and enantioselectivities were strongly dependent on reaction conditions and substrates. Good to excellent regio- and enantioselectivities were obtained with zinc reagents R2Zn and aluminum reagents R3Al. However, the asymmetric conjugate addition of Grignard reagents afforded only moderate to good regio- and enantioselectivities.

Organocatalytic Conjugate Addition of Malonates to α,β-Unsaturated Aldehydes: Asymmetric Formal Synthesis of (-)-Paroxetine, Chiral Lactams, and Lactones.

ChemInform ◽  
2006 ◽  
Vol 37 (42) ◽  
Author(s):  
Sven Brandau ◽  
Aitor Landa ◽  
Johan Franzen ◽  
Mauro Marigo ◽  
Karl Anker Joergensen
Keyword(s):  
Conjugate Addition ◽  
Formal Synthesis ◽  
Unsaturated Aldehydes
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