92233-97-1Relevant academic research and scientific papers
Sodium phenoxide-phosphine oxides as extremely active Lewis base catalysts for the Mukaiyama aldol reaction with ketones
Hatano, Manabu,Takagi, Eri,Ishihara, Kazuaki
, p. 4527 - 4530 (2008/03/12)
(Chemical Equation Presented) A highly efficient Mukaiyama aldol reaction between ketones and trimethylsilyl enolates catalyzed by sodium phenoxide-phosphine oxides as simple homogeneous Lewis base catalysts (0.5-10 mol %) was developed, which minimized c
Photosensitized electron transfer catalysis of the Mukaiyama aldol reaction by monocationic N21, N22-bridged porphyrins
Wada, Ken-ichi,Yamamoto, Mari,Setsune, Jun-ichiro
, p. 2773 - 2776 (2007/10/03)
N21, N22-Bridged porphyrin hydroperchlorates were converted into monocationic N21, N22-bridged N23-alkylphlorins by way of single electron transfer followed by radical coupling when irradiated with vi
Mukaiyama aldol and Michael reactions catalyzed by lanthanide iodides
Giuseppone, Nicolas,Van De Weghe, Pierre V.,Mellah, Mohamed,Collin, Jacqueline
, p. 13129 - 13148 (2007/10/03)
Samarium diiodide is an efficient catalyst precursor which allows the formation of condensation products between various carbonyl compounds and ketene silyl acetals or enoxysilanes. With α,β-unsaturated carbonyl compounds, 1,2- or 1,4-additions are observed according to the structure of the substrate. α,β-Unsaturated ketones yield to enoxysilanes by selective Michael additions. Aldol products are isolated as silyl ethers. The mechanisms of the reactions are discussed.
Homogeneous catalysis. Transition metal based lewis acid catalysts
Hollis, T. Keith,Odenkirk, William,Robinson,Whelan, John,Bosnich
, p. 5415 - 5430 (2007/10/02)
Transition metal based Lewis acids provide catalysts for the Diels-Alder and Mukaiyama reactions. These catalysts must possess an electron deficient axophilic metal center and a labile coordination position. Unlike traditional Lewis acids, those derived from transition metals can function in the presence of water and have well defined structures. It is shown how a normally electron rich ruthenium atom can be converted to a Lewis acid by incorporation of electron withdrawing ligands and ligands with hard donor atoms. This ruthenium complex, [Ru(salen)(NO)(H2O)]+, is an efficient catalyst for the Diels-Alder reaction, but in the Mukaiyama reaction, it tends to be reduced and thereby deactivated by the silyl enol ether. It is shown that the complex [TiCp*2(H2O)2]2+ (Cp* is pentamethylcyclopentadienyl) is an efficient catalyst for the Diels-Alder reaction even when water is present. Similarly, the triflato complexes [TiCp2(CF3 SO3)2] and [ZrCp2(CF3SO3)2] (Cp is cyclopentadienyl) are efficient catalysts for both the Diels-Alder and Mukaiyama reactions. All of these catalysts are effective at very low loadings of ≈ 1 mol%. Catalysis has been shown to occur via substrate-catalyst adducts and moreover these adducts are formed rapidly and reversibly as required for efficient catalysis.
Diiodosamarium, an excellent catalyst precursor for Aldolisation and Michael Reactions.
Weghe, Pierre Van de,Collin, Jacqueline
, p. 3881 - 3884 (2007/10/02)
SmI2 is the precursor of efficient catalysts for the aldolisation reactions of aldehydes and ketones with enol silanes, α,β-unsaturated ketones give 1,4-additions selectively.Key Words: Samarium diiodide; aldolisation reactions; Michael additions; ketene
[HC(py)3W(NO)2(CO)](SbF6)2 as a Lewis acid precursor in additions of silylated C-nucleophiles to carbonyl compounds
Faller,Gundersen, Lise-Lotte
, p. 2275 - 2278 (2007/10/02)
[HC(py)3W(NO)2(CO)](SbF6)2 is a feasible Lewis acid catalyst precursor for the addition of silylated C-nucleophiles to carbonyl compounds. The O-silylated adducts are easily isolated without aqueous work-up and
Homogeneous catalysis. A transition metal based catalyst for the Mukaiyama crossed-aldol reaction and catalyst deactivation by electron transfer
Odenkirk, William,Whelan, John,Bosnich
, p. 5729 - 5732 (2007/10/02)
The cationic complex [Ru(salen)(NO)H2O]SbF6 is intrinsically a powerful catalyst for the Mukaiyama crossed-aldol reaction at 25°C in nitromethane solutions and at very low catalyst loadings but, for some reactions, electron transfer
Homogeneous Catalysis. and , Fast and Efficient Catalysts for the Mukaiyama Cross-Aldol Reaction
Hollis, T. Keith,Robinson, N. P.,Bosnich, B.
, p. 6423 - 6426 (2007/10/02)
The catalysts and are fast and efficient catalysts for the Mukaiyama cross-aldol reaction involving both ketones and aldehydes and the catalysis is promoted by binding of the carbonyl group to the metal after dissociat
