57956-39-5Relevant academic research and scientific papers
Photoaddition reactions of acetylpyridines with silyl ketene acetals: SET vs [2 + 2]-cycloaddition pathways
Cho, Dae Won,Park, Hea Jung,Yoon, Ung Chan,Lee, Hyang-Yeol,Mariano, Patrick S.
, p. 10304 - 10313 (2013/01/15)
Photoaddition reactions of silyl ketene acetals with 2-, 3- and 4-acetylpyridine have been explored. The results show that the acetylpyridines react with an electron rich, dimethyl-substituted silyl ketene acetal via a pathway in which excited state singl
Catalytic enantioselective aldol reaction to ketones
Oisaki, Kounosuke,Zhao, Dongbo,Kanai, Motomu,Shibasaki, Masakatsu
, p. 7164 - 7165 (2007/10/03)
An enantioselective aldol reaction between ketones and ketene silyl acetals is described using CuF-chiral phosphine as a catalyst. The key for high enantioselectivity was the development of a novel ligand derived from Taniaphos combined with the unique ac
Catalytic enantioselective intermolecular reductive aldol reaction to ketones
Zhao, Dongbo,Oisaki, Kounosuke,Kanai, Motomu,Shibasaki, Masakatsu
, p. 1403 - 1407 (2007/10/03)
We describe the first example of a catalytic enantioselective intermolecular reductive aldol reaction. Three types of reactions were studied: (1) reactions between acetophenone and methyl acrylate; (2) reactions between symmetric ketones and β-substituted
A new method for the catalytic aldol reaction to ketones
Oisaki, Kounosuke,Suto, Yutaka,Kanai, Motomu,Shibasaki, Masakatsu
, p. 5644 - 5645 (2007/10/03)
A new method for the catalytic aldol reaction to ketones, using CuF·3PPh3·2EtOH complex as the catalyst and (EtO)3SiF as the additive, is described. The reaction can be applied to a wide range of ketones and trimethylsilyl enolates. On the basis of mechanistic studies, a working hypothesis for the catalytic cycle is proposed, in which the dynamic ligand exchange mediated by copper silicates produces the active copper enolate. Moreover, the present reaction can be extended to the catalytic enantioselective reaction using tol-BINAP as a chiral ligand. Copyright
Iron-mediated electrochemical reaction of α-chloroesters with carbonyl compounds
Durandetti, Muriel,Meignein, Clothilde,Perichon, Jacques
, p. 317 - 320 (2007/10/03)
(Matrix presented) Reformatsky-type reactions have been performed efficiently using an electroassisted iron-complex catalysis. Valuable product such as β-hydroxyesters, ketones or nitriles are thus prepared with high yields.
Process for the preparation of hydroxy and amino compounds
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, (2008/06/13)
A process for the preparation of hydroxy and amino compounds, in which, in a first step, an aldehyde, ketone or imine is reacted in a Reformatsky reaction with a reactive halogen compound and zinc, in carboxylic esters as solvents, the reactive halogen compound being brought into contact with the zinc at the same time as or after contact with the aldehyde, ketone or imine, and in a second step, the reaction product of the first step is hydrolyzed.
Reformatsky-type addition of esters of α-halogeno carboxylic acids to aldehydes and ketones in the presence of Fe(CO)5
Terent'ev,Vasil'eva,Kuz'mina,Mysov,Ikonnikov,Kuznetsov,Belokon'
, p. 1121 - 1127 (2007/10/03)
Reformatsky-type addition of esters of α-halogeno carboxylic acids to aldehydes and ketones in the presence of Fe(CO)5 and an activating agent (CBrCl3 or I2) afforded the corresponding esters of β-hydroxy acids in good yields. Possible reaction mechanisms are discussed.
Electrochemical activation of zinc in the coupling reaction of α-bromoesters with carbonyl compounds
Rollin, Y.,Gebehenne, C.,Derien, S.,Dunach, E.,Perichon, J.
, p. 9 - 14 (2007/10/02)
The Reformatsky reaction has been examined using a mild and effective method of electrochemical zinc activation, based on the cathodic reduction of a catalytic amount of zing bromide in acetonitrile.
Metal Exchange between an Electrogenerated Organonickel Species and Zinc Halide: Application to an Electrochemical, Nickel-Catalyzed Reformatsky Reaction
Conan, Annie,Sibille, Soline,Perichon, Jacques
, p. 2018 - 2024 (2007/10/02)
The mechanism of the electroreductive coupling of α-chloro esters or α-chloro nitriles with carbonyl compounds by the means of a sacrificial zinc anode and a nickel catalyst was elucidated by electroanalytical techniques.The mechanism involved reduction of a Ni(II) complex to a Ni(0) complex, oxidative addition of the α-chloro ester to the Ni(0) complex, and a Zn(II)/Ni(II) exchange, leading to an organozinc Reformatsky reagent.The electrosynthesis of various β-hydroxy esters, β-hydroxy nitriles, and 2,3-epoxy esters was successfully achieved under extremely mild conditions.
Convenient Synthetic Sequence for the Preparation of Indanones
Smonou, Ioulia,Orfanopoulos, Michael
, p. 1387 - 1397 (2007/10/02)
A convenient and general methods is reported for the synthesis of indanones from aryl ketones or aldehydes.
