ChemInform Abstract: Formation of Quaternary Chiral Centers by N-Heterocyclic Carbene-Cu-Catalyzed Asymmetric Conjugate Addition Reactions with Grignard Reagents on Trisubstituted Cyclic Enones.

ChemInform ◽  
2010 ◽  
Vol 42 (2) ◽  
pp. no-no
Author(s):  
Stefan Kehrli ◽  
David Martin ◽  
Diane Rix ◽  
Marc Mauduit ◽  
Alexandre Alexakis
Keyword(s):  
Conjugate Addition ◽  
Grignard Reagents ◽  
Addition Reactions ◽  
Cyclic Enones ◽  
Chiral Centers

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

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

Aprotic Conjugate Addition Reactions of Lithiated Allylic Sulfoxides With Acyclic Enones; a Breakdown of the trans-Decalyl Transition State

1989 ◽  
Vol 42 (10) ◽  
pp. 1785 ◽  
Author(s):  
RK Haynes ◽  
AG Katsifis ◽  
LM King ◽  
SC Vonwiller
Keyword(s):  
Transition State ◽  
Conjugate Addition ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Mesityl Oxide ◽  
Addition Reactions ◽  
State Characteristic ◽  
Methyl Vinyl ◽  
Cyclic Enones ◽  
Carbonyl Addition

The reactions of lithiated 1-(t-butylsulfinyl)prop-2-ene, 1-(t-butylsulfinyl)-3-methylbut-2-ene, 1-(t-butylsulfinyl)but-2-ene, 1-(phenylsulfinyl)but-2-ene and 2-methyl-1-(phenylsu1finyl)prop- 2-ene with methyl vinyl ketone, mesityl oxide and crotonaldehyde give largely carbonyl addition products arising from reaction through C1 or C3 of the allyl system. In the case of methyl crotonate, conjugate addition through C3 is observed. The initially formed diastereomers of the C1 adducts, allylic sulfoxides, are configurationally unstable. Only the lithiated 1-(t-butylsulfinyl)-3-methylbut-2-ene undergoes conjugate addition with methyl vinyl ketone to give an (E)-vinyl sulfoxide whose formation may involve the trans-decalyl transition state characteristic of the reactions of lithiated allylic sulfoxides with cyclic enones.

STEREOCHEMISTRY OF CONJUGATE ADDITION REACTIONS OF CUPRATE REAGENTS ON CYCLIC ENONES POSSESSING A PROTECTED γ-OXYGEN

2002 ◽  
Vol 32 (17) ◽  
pp. 2719-2722 ◽  
Author(s):  
Khiari Jameleddine ◽  
Kacem Yakdhan ◽  
Kraiem Jamil ◽  
Ben Hassine Bechir ◽  
Gravel Denis
Keyword(s):  
Conjugate Addition ◽  
Addition Reactions ◽  
Cyclic Enones

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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