Asymmetric nitroaldol reaction with a chiral copper complex derived from D-tartaric acid

2008 ◽  
Vol 86 (3) ◽  
pp. 261-263 ◽  
Author(s):  
Changsheng Gan
Keyword(s):  
Tartaric Acid ◽  
Copper Complex ◽  
Henry Reaction ◽  
Nitroaldol Reaction

A novel catalytic enantioselective Henry reaction has been developed using a tetradentate copper complex derived from D-tartaric acid to give β-nitroalkanols in moderate to high enantioselectivities.Key words: Henry reaction, D-tartaric acid, enantioselective, β-nitroalkanols.

Henry Reaction/Nitroaldol Reaction

2012 ◽  
pp. 1
Author(s):  
K. Hof ◽  
K. M. Lippert ◽  
P. R. Schreiner
Keyword(s):  
Henry Reaction ◽  
Nitroaldol Reaction

NiII, CuII and ZnII complexes with a sterically hindered scorpionate ligand (TpmsPh) and catalytic application in the diasteroselective nitroaldol (Henry) reaction

2014 ◽  
Vol 43 (40) ◽  
pp. 15192-15200 ◽  
Author(s):  
Bruno G. M. Rocha ◽  
Tatiana C. O. Mac Leod ◽  
M. Fátima C. Guedes da Silva ◽  
Konstantin V. Luzyanin ◽  
Luísa M. D. R. S. Martins ◽  
...  
Keyword(s):  
Coordination Mode ◽  
Henry Reaction ◽  
Catalytic Application ◽  
Nitroaldol Reaction ◽  
Sterically Hindered ◽  
Scorpionate Ligand

The bulky (TpmsPh)− adapts its coordination mode to the electronic and steric preferences of the NiII, CuII or ZnII centre forming complexes which catalyse the nitroaldol reaction.

Water-Assisted Organocatalysis: An Enantioselective Green Protocol for the Henry Reaction

2013 ◽  
Vol 66 (6) ◽  
pp. 661 ◽  
Author(s):  
Prashant B. Thorat ◽  
Santosh V. Goswami ◽  
Wamanrao N. Jadhav ◽  
Sudhakar R. Bhusare
Keyword(s):  
Hydrogen Bonding ◽  
Room Temperature ◽  
Enantioselective Synthesis ◽  
Henry Reaction ◽  
Reaction Conditions ◽  
Green Protocol ◽  
Excellent Yield ◽  
Water As Solvent ◽  
Nitroaldol Reaction ◽  
Work Up

We report an enantioselective Henry (nitroaldol) reaction catalysed by an organocatalyst using water as solvent. The enantioselective synthesis of β-nitroalcohols was achieved by using a neutral chiral organocatalyst, through strong hydrogen bonding, which results in the formation of corresponding products in excellent yield and enantioselectivity at room temperature. Other attractive features of the method are the eco-friendly, non-hazardous, and mild reaction conditions, inexpensive catalyst, and simple work up conditions.

scholarly journals The Henry reaction: spectroscopic studies of nitrile and hydroxylamine by-products formed during synthesis of psychoactive phenylalkylamines

2008 ◽  
Vol 6 (4) ◽  
pp. 526-534 ◽  
Author(s):  
Michelle Guy ◽  
Sally Freeman ◽  
John Alder ◽  
Simon Brandt
Keyword(s):  
Nmr Spectroscopy ◽  
Aromatic Aldehyde ◽  
Spectroscopic Studies ◽  
Second Step ◽  
Reduction Step ◽  
Henry Reaction ◽  
Impurity Profile ◽  
Nitroaldol Reaction ◽  
By Products ◽  
Selection Of

AbstractA clandestine two-step route to psychoactive racemic phenylalkylamines utilises the Henry reaction. In the first step an aromatic aldehyde reacts with a nitroalkane to give the nitrostyrene intermediate. In the second step the nitrostyrene is reduced to the phenylalkylamine. An impurity profile of both steps was evaluated through the synthesis and analysis of common street derivatives. The formation of nitrile impurities in the nitroaldol reaction and hydroxylamine impurities in the reduction step were shown by NMR spectroscopy and GC-MS. A selection of reducing agents has been used to give the phenylalkylamines, together with variable quantities of the partially reduced hydroxylamine product. GC-MS analysis of the hydroxylamines showed heat-induced disproportionation which led to the detection of the corresponding oximes.

A Highlyanti-Selective Asymmetric Henry Reaction Catalyzed by a Chiral Copper Complex: Applications to the Syntheses of (+)-Spisulosine and a Pyrroloisoquinoline Derivative

2012 ◽  
Vol 18 (39) ◽  
pp. 12357-12362 ◽  
Author(s):  
Kun Xu ◽  
Guoyin Lai ◽  
Zhenggen Zha ◽  
Susu Pan ◽  
Huanwen Chen ◽  
...  
Keyword(s):  
Copper Complex ◽  
Henry Reaction
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