57956-46-4Relevant academic research and scientific papers
Spontaneous aldol and Michael additions of simple enoxytrimethylsilanes in DMSO
Génisson, Yves,Gorrichon, Liliane
, p. 4881 - 4884 (2000)
Activation of simple trimethylsilyl ketene acetals by dipolar aprotic solvents has been evidenced, allowing efficient solvent assisted aldol and Michael additions under extremely simple, mild and metal free conditions. (C) 2000 Elsevier Science Ltd.
Polymer-supported PPh3 as a reusable organocatalyst for the Mukaiyama aldol and Mannich reaction
Matsukawa, Satoru,Fukazawa, Kazuki,Kimura, Junya
, p. 27780 - 27786 (2014/07/21)
An easily accessible and user-friendly polymer-supported phosphine PS-PPh3 catalyzes the aldol reaction of aldehydes and imines. A broad range of aldehydes and imines could be applied under mild conditions using 5-10 mol% PS-PPh3. PS-PPh3 was easily recovered and reused with minimal loss of activity. This journal is the Partner Organisations 2014.
Mesoporous aluminosilicate-catalyzed Mukaiyama aldol reaction of aldehydes and acetals
Ito, Suguru,Tanuma, Kenji,Matsuda, Kohei,Hayashi, Akira,Komai, Hirotomo,Kubota, Yoshihiro,Asami, Masatoshi
, p. 8498 - 8504 (2014/12/11)
A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both aldehydes and acetals with silyl enol ethers or ketene silyl acetals to give the corresponding aldol adducts in moderate to high yields. The remarkable high catalytic activity of Al-MCM-41 over amorphous silica-alumina and aluminum-free mesoporous silicate was observed in the reaction. The solid acid catalyst could be recovered easily by filtration and the recovered catalyst was reusable in the same reactions without a significant loss of catalytic activity.
Cationic iridium complex is a new and efficient Lewis acid catalyst for aldol and Mannich reactions
Onodera, Gen,Toeda, Takayuki,Toda, Nou-No,Shibagishi, Daigo,Takeuchi, Ryo
experimental part, p. 9021 - 9031 (2011/01/04)
A cationic iridium complex [Ir(cod)2]SbF6 was found to be a new and efficient Lewis acid catalyst for Mukaiyama aldol and Mannich reactions. Aldehydes react smoothly with silyl enol ethers to give β-siloxy ketones in the presence of 0.5 mol % of [Ir(cod)2]SbF6. The reaction of N-alkyl arylaldimines with ketene silyl acetals in the presence of 5 mol % [Ir(cod)2]SbF6/P(OPh)3 gave β-amino esters. After Mannich reaction was complete, stirring of the reaction mixture for 24 h led to cyclization to give β-lactam. The reaction of N-aryl benzaldimine with silyl enol ether derived from acetophenone gave a tetrahydroquinoline derivative as a single diastereomer.
Quaternary ammonium dendrimers as Lewis base catalysts for Mukaiyama-Aldol reaction
Mizugaki, Tomoo,Hetrick, Casey E.,Murata, Makoto,Ebitani, Kohki,Amiridis, Michael D.,Kaneda, Kiyotomi
, p. 420 - 421 (2007/10/03)
Surface-alkylated poly(propylene imine) dendrimer was treated with methyl iodide to afford quaternarized ammonium iodide dendrimer. The quaternarized dendrimer catalyzed the Mukaiyama-Aldol reaction of trimethylsilyl acetal with various aldehydes as a Lew
New role of tin(II) compounds in organic synthesis
Mukaiyama, Teruaki,Kobayashi, Shu
, p. 39 - 52 (2007/10/02)
Three new carbon-carbon bond forming reactions by the use of new catalyst systems involving tin(II) compounds are described in this article.The aldol reaction of silyl enol ethers with acetals or aldehydes and the Michael reaction of silyl enol ethers wit
An Efficient and Extremly Mild Catalyst System, Combined Use of Trityl Chloride and Tin(II) Chloride, in the Aldol and Michael Reactions
Mukaiyama, Teruaki,Kobayashi, Shu,Tamura, Masanori,Sagawa, Yukihiro
, p. 491 - 494 (2007/10/02)
The aldol reaction of silyl enol ethers with acetals or aldehydes, and the Michael reaction of silyl enol ethrs with α,β-unsaturated ketones are efficiently catalyzed by the combined use of trityl chloride and tin(II) chloride under extremly mild conditio
