ChemInform Abstract: Catalytic Enantioselective Conjugate Addition of Grignard Reagents to Cyclic Enones Using C1-1,1′-Bisisoquinoline-Based Chiral Ligands.

ChemInform ◽  
2012 ◽  
Vol 43 (38) ◽  
pp. no-no
Author(s):  
Gao Qi ◽  
Zaher M. A. Judeh
Keyword(s):  
Conjugate Addition ◽  
Chiral Ligands ◽  
Grignard Reagents ◽  
Cyclic Enones

ChemInform Abstract: Enantioselective One-Pot Conjugate Addition of Grignard Reagents to Cyclic Enones Followed by Amidomethylation.

ChemInform ◽  
2012 ◽  
Vol 43 (18) ◽  
pp. no-no
Author(s):  
Filip Bilcik ◽  
Michal Drusan ◽  
Jozef Marak ◽  
Radovan Sebesta
Keyword(s):  
Conjugate Addition ◽  
Grignard Reagents ◽  
One Pot ◽  
Cyclic Enones

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.

Formation of Quaternary Stereogenic Centers by NHC-Cu-Catalyzed Asymmetric Conjugate Addition Reactions with Grignard Reagents on Polyconjugated Cyclic Enones

2012 ◽  
Vol 18 (28) ◽  
pp. 8731-8747 ◽  
Author(s):  
Matthieu Tissot ◽  
Daniele Poggiali ◽  
Hélène Hénon ◽  
Daniel Müller ◽  
Laure Guénée ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Grignard Reagents ◽  
Addition Reactions ◽  
Stereogenic Centers ◽  
Cyclic Enones ◽  
Quaternary Stereogenic Centers

scholarly journals Asymmetric Catalysis Special Feature Part II: Copper-catalyzed asymmetric conjugate addition of Grignard reagents to cyclic enones

2004 ◽  
Vol 101 (16) ◽  
pp. 5834-5838 ◽  
Author(s):  
B. L. Feringa ◽  
R. Badorrey ◽  
D. Pena ◽  
S. R. Harutyunyan ◽  
A. J. Minnaard
Keyword(s):  
Asymmetric Catalysis ◽  
Conjugate Addition ◽  
Grignard Reagents ◽  
Cyclic Enones

Enantioselective One-Pot Conjugate Addition of Grignard Reagents to Cyclic Enones Followed by Amidomethylation

2011 ◽  
Vol 77 (1) ◽  
pp. 760-765 ◽  
Author(s):  
Filip Bilčík ◽  
Michal Drusan ◽  
Jozef Marák ◽  
Radovan Šebesta
Keyword(s):  
Conjugate Addition ◽  
Grignard Reagents ◽  
One Pot ◽  
Cyclic Enones
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