82105-34-8Relevant academic research and scientific papers
Iron(II)-derived lewis acid/surfactant combined catalysis for the enantioselective mukaiyama aldol reaction in pure water
Lafantaisie, Mathieu,Mirabaud, Anais,Plancq, Baptiste,Ollevier, Thierry
, p. 2244 - 2247 (2014/08/18)
The catalytic asymmetric Mukaiyama aldol reaction in pure water was performed by using a combination of iron(II) dodecyl sulfate, a chiral bipyridine ligand, and benzoic acid. By using the obtained iron(II)-derived Lewis acid/surfactant combined catalyst,
Gallium(III) triflate catalyzed diastereoselective mukaiyama aldol reaction by using low catalyst loadings
Plancq, Baptiste,Justafort, Lyse Carole,Lafantaisie, Mathieu,Ollevier, Thierry
supporting information, p. 6525 - 6529 (2013/11/06)
A mild method for the diastereoselective Mukaiyama aldol reaction is reported. By using a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%), the transformation proceeds efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. To the best of our knowledge, this is the first report of a metal triflate acting as a safe, bench-stable, and slow-releasing source of triflic acid for the Mukaiyama aldol reaction. A diastereoselective Mukaiyama aldol reaction was performed under mild conditions with a low loading of the gallium(III) triflate catalyst (down to 0.01 mol-%). The transformation proceeded efficiently to afford the corresponding β-hydroxy ketones in yields up to 92a€‰%. Copyright
Iron(II) and zinc(II) complexes with designed pybox ligand for asymmetric aqueous Mukaiyama-aldol reactions
Jankowska, Joanna,Paradowska, Joanna,Rakiel, Bartosz,Mlynarski, Jacek
, p. 2228 - 2231 (2007/10/03)
An iron(II) complex with a hindered hydroxyethyl-pybox (he-pybox) ligand shows improved catalytic activity and enantioselectivity for asymmetric Mukaiyama-aldol reactions in aqueous media. This water-stable chiral Lewis acid promotes condensation of aroma
Asymmetric mukaiyama-aldol reaction in aqueous media promoted by zinc-based chiral lewis acids
Mlynarski, Jacek,Jankowska, Joanna
, p. 521 - 525 (2007/10/03)
Asymmetric aldol reactions in aqueous media have been realized by using zinc-based chiral Lewis acids. The aldol products have been obtained with high yield, diastereocontrol and a good level of enantioselectivity. The reactivity of both acetophenone and
Ammonium phenoxides-catalyzed syn-selective aldol reaction between an aldehyde and an trimethylsilyl enolate
Fujisawa, Hidehiko,Nagata, Yuzo,Sato, Yoshinori,Mukaiyama, Teruaki
, p. 842 - 843 (2007/10/03)
Aldol reactions between aldehydes and trimethylsilyl enolates generated from ketones or thioesters proceeded smoothly in the presence of a Lewis base catalyst such as tetrabutylammonium phenoxide or p-methoxyphenoxide in THF to afford the corresponding al
Anti-selective and regioselective aldol addition of ketones with aldehydes using MgI2 as promoter
Wei, Han-Xun,Jasoni, Richard L.,Shao, Huawu,Hu, Jiali,Paré, Paul W.
, p. 11829 - 11835 (2007/10/03)
The first example of a direct aldehyde-ketone coupling using the secondary amine piperidine as base in the presence of MgI2 to generate high selectivity of anti-aldol products from unmodified ethyl ketones in high yield is reported. The couplin
Novel chiral gallium Lewis acid catalysts with semi-crown ligands for aqueous asymmetric Mukaiyama aldol reactions
Li, Hui-Jing,Tian, Hong-Yu,Chen, Yong-Jun,Wang, Dong,Li, Chao-Jun
, p. 2994 - 2995 (2007/10/03)
Asymmetric Mukaiyama aldol reactions in aqueous media (water-ethanol = 9:1) were catalyzed by chiral gallium catalysts with semi-crown ligands to give aldol products with good yields, syn-diastereoselectivities and enantioselectivities.
TRANSIENT TITANIUM ENOLATE ALDOL CONDENSATIONS
Harrison, Charles R.
, p. 4135 - 4138 (2007/10/02)
A convenient method is described for the generation and subsequent reaction of a proposed titanium enolate with aromatic aldehydes.
SYNTHETIC CONTROL LEADING TO CHIRAL COMPOUNDS
Mukaiyama, Teruaki,Iwasawa, Nobuharu,Stevens, Rodney W.,Haga, Toru
, p. 1381 - 1390 (2007/10/02)
A highly diastereoselective cross aldol reaction is developed using divalent tin enolates formed from stannous trifluoromethanesulfonate and carbonyl compounds.The reaction is extended to a highly enantioselective cross aldol reaction employing chiral dia
A NEW METHOD FOR THE REGIO- AND STEREOSELECTIVE SYNTHESIS OF ALDOLS FROM α-BROMOKETONE AND CARBONYL COMPOUNDS BY USING METALLIC TIN
Harada, Taira,Mukayiama, Teruaki
, p. 467 - 470 (2007/10/02)
Tin(II) enolates, generated in situ by the oxidative addition of α-bromoketones to metallic tin, react with a variety of carbonyl compounds under mild conditions to give the corresponding aldols in good yields.In the case of reactions of the enolate resul
