65790-82-1Relevant academic research and scientific papers
Access to β-Hydroxyl Esters via Copper-Catalyzed Reformatsky Reaction of Ketones and Aldehydes
Ouyang, Lu,Liao, Jian Hua,Xia, Yan Ping,Luo, Ren Shi
supporting information, p. 1418 - 1422 (2020/10/02)
An efficient and simple Cu-catalyzed Reformatsky reaction of ketones and aldehydes has been accomplished with ethyl iodoacetate. Excellent yields of β-hydroxyl esters were achieved with a range of ketones and aldehydes, which varied from aromatic to aliphatic, unsaturated to saturated ketones and aldehydes. This practical and convenient transformation was conducted with inexpensive, readily available, and commercial starting materials under mild reaction conditions.
Iron(0)-Mediated Reformatsky Reaction for the Synthesis of β-Hydroxyl Carbonyl Compounds
Liu, Xuan-Yu,Li, Xiang-Rui,Zhang, Chen,Chu, Xue-Qiang,Rao, Weidong,Loh, Teck-Peng,Shen, Zhi-Liang
supporting information, p. 5873 - 5878 (2019/08/20)
An efficient, economical, and practical Reformatsky reaction of α-halo carbonyl compounds with aldehydes/ketones by using cheap and commercial iron(0) powder as reaction mediator is developed. The reactions proceeded effectively in the presence of a catalytic amount of iodine (20 mol %) to afford the synthetically useful β-hydroxyl carbonyl compounds in moderate to good yields.
Reformatsky and Blaise reactions in flow as a tool for drug discovery. One pot diversity oriented synthesis of valuable intermediates and heterocycles
Huck,Berton,De La Hoz,Díaz-Ortiz,Alcázar
supporting information, p. 1420 - 1424 (2017/05/12)
The application of Reformatsky and Blaise reactions for the preparation of a diverse set of valuable intermediates and heterocycles in a one-pot protocol is described. To achieve this goal, a greener activation protocol for zinc in flow conditions has been developed to introduce this metal efficiently into α-bromoacetates. The organozinc compounds were added to a diverse set of ketones and nitriles to obtain a wide range of functional groups and heterocyclic systems.
Copper-promoted enantioselective Reformatsky-type reaction with ketones
Benfatti, Fides,Cozzi, Pier Giorgio
experimental part, p. 1503 - 1506 (2010/10/21)
Controlled living polymerization of a broad range of monomers is a radical process known as ATRP (atom transfer radical polymerization) and is mediated by a variety of metals. A complex of copper has been found to be the most efficient catalyst, with a co
Dimethylzinc-mediated, oxidatively promoted Reformatsky reaction of ethyl iodoacetate with aldehydes and ketones
Cozzi, Pier Giorgio,Mignogna, Alessandro,Vicennati, Paola
supporting information; experimental part, p. 975 - 978 (2009/05/27)
A practical and general Reformatsky reaction, promoted by oxidants and mediated by dimethylzinc, is described. The reaction is fast and runs at 0°C with aldehydes and ketones, under mild reaction conditions. Preliminary results obtained for the enantioselective version show that inexpensive chiral amino alcohols could be used in the challenging formation of enantioenriched quaternary stereogenic centers.
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
Rhodium-catalyzed reformatsky-type reaction
Kanai, Kazuo,Wakabayashi, Hitoshi,Honda, Toshio
, p. 2549 - 2551 (2007/10/03)
(equation presented) A novel Reformatsky-type reaction was developed using RhCl(PPh3)3 and diethylzinc. Inter- and intramolecular Reformatsky-type reactions were achieved efficiently under mild reaction conditions to give β-hydroxy esters.
