A computational study of the 1,4-addition of lithium enolates to conjugated carbonyl compounds

1992 ◽  
Vol 57 (26) ◽  
pp. 7029-7034 ◽  
Author(s):  
Anna Bernardi ◽  
Anna Maria Capelli ◽  
Andrea Cassinari ◽  
Angiolina Comotti ◽  
Cesare Gennari ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Computational Study ◽  
Lithium Enolates

A computational study of the 1,4-addition of lithium enolates to conjugated carbonyl compounds.

1991 ◽  
Vol 32 (6) ◽  
pp. 823-826 ◽  
Author(s):  
Anna Bernardi ◽  
Anna Maria Capelli ◽  
Angiolina Comotti ◽  
Cesare Gennari ◽  
Carlo Scolastico
Keyword(s):  
Carbonyl Compounds ◽  
Computational Study ◽  
Lithium Enolates

Factors Enhancing the Reactivity of Carbonyl Compounds for Polycondensations with Aromatic Hydrocarbons. A Computational Study

2004 ◽  
Vol 37 (16) ◽  
pp. 6227-6235 ◽  
Author(s):  
Estrella Ramos Peña ◽  
Mikhail Zolotukhin ◽  
Serguei Fomine
Keyword(s):  
Aromatic Hydrocarbons ◽  
Carbonyl Compounds ◽  
Computational Study

Aminolithiation of carbon-carbon double bonds as a powerful tool in organic synthesis

2009 ◽  
Vol 81 (2) ◽  
pp. 247-253 ◽  
Author(s):  
Kiyoshi Tomioka ◽  
Takeo Sakai ◽  
Tokutaro Ogata ◽  
Yasutomo Yamamoto
Keyword(s):  
Carbonyl Compounds ◽  
Chiral Ligand ◽  
Powerful Method ◽  
Double Bonds ◽  
One Pot ◽  
Bond Forming ◽  
Lithium Amides ◽  
Lithium Enolates ◽  
Amination Product

A conjugate amination of α,β-unsaturated carbonyl compounds with lithium amides has become a powerful method of N-C bond-forming reactions. Chiral ligand-controlled asymmetric version of the conjugate amination of enoates was developed for practical bench chemistry, giving the enantioenriched amination product with over 99 % ee. In situ diastereoselective alkylation of resulting lithium enolates allowed us to form vicinal N-C and C-C bonds in a one-pot operation. This protocol enabled us to realize a short-step asymmetric synthesis of otamixaban key intermediate. Treatment of product 3-benzylamino- and 3-allylaminoesters with tert-butyllithium gave five- or seven-membered lactams through [1,2]- or [2,3]-rearrangement of intermediate β-lactams. Isolated C-C double bonds were also found to accept intramolecular aminolithiation affording the corresponding hydroamination products. Chiral lithiophilic ligand-catalyzed reaction gave enantioenriched hydroamination products with high ee. Stereoselective intramolecular aminolithiation of allylaminoalkenes was coupled with subsequent carbolithiation to give doubly cyclized product amines.

scholarly journals An experimental and computational study for a Pd(II) catalysed hydroboration and reductive amination reaction of carbonyl compounds

2022 ◽  
Author(s):  
Tarun Kanti Panda ◽  
Shreya Mahato ◽  
Parveen Rawal ◽  
Ajitaro Devadkar ◽  
Mayank Joshi ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Reductive Amination ◽  
Computational Study ◽  
Catalytic Application ◽  
Amination Reaction ◽  
Salen Ligand

We report the synthesis, characterisation, and catalytic application of a palladium (II) complex [(4-{1,2-C6H4(N=CH-C6H4O)2}Pd] (1) supported by a dianionic salen ligand [1,2-C6H4(N=CH-C6H4O)2]2- (L) as a molecular pre-catalyst for the hydroboration...

Enhanced reactivity of carbonyl compounds on MgO surface: A computational study

2011 ◽  
Vol 342-343 ◽  
pp. 67-73 ◽  
Author(s):  
Galina P. Petrova ◽  
Georgi N. Vayssilov ◽  
Boris Galabov
Keyword(s):  
Carbonyl Compounds ◽  
Computational Study ◽  
Mgo Surface
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