106942-24-9Relevant academic research and scientific papers
A Mild and Chemoselective Hydrosilylation of α-Keto Amides by Using a Cs2CO3/PMHS/2-MeTHF System
Kumar, Govindharaj,Muthukumar, Alagesan,Sekar, Govindasamy
, p. 4883 - 4890 (2017/09/13)
A Cs2CO3-catalyzed hydrosilylation reaction of α-keto amides that proceeds through the in situ formation of MeSiH3 has been developed by using inexpensive polymethylhydrosiloxane in 2-methyltetrahydrofuran (2-MeTHF) as the solvent. A wide range of aryl and alkyl α-keto amides, prepared from anilines and alkylamines, were subjected to the hydrosilylation conditions to afford α-hydroxy amides in moderate to excellent yields. This transition-metal-free protocol was applied to a chemoselective hydrosilylation, in which reduction occurred at the carbonyl of the α-keto amide functionality over that of the simple ketone, and further extended to a gram-scale protocol.
Chemoselective reduction of α-keto amides using nickel catalysts
Mamillapalli, N. Chary,Sekar, Govidasamy
supporting information, p. 7881 - 7884 (2014/07/08)
Ni-catalysts are used for the first time to synthesize highly important α-hydroxy amides and β-amino alcohols from α-keto amides by chemoselective and complete reduction using hydrosilanes. Chemoselective complete reduction of α-keto amides in the presenc
Metal free chemoselective reduction of α-keto amides using TBAF as catalyst
Mamillapalli, N. Chary,Sekar, Govindasamy
, p. 61077 - 61085 (2015/02/19)
The metal and ligand free chemoselective reduction of the keto group and complete reduction of the both keto and amide groups of α-keto amide with hydrosilanes using tetrabutylammoniumflouride (TBAF) as catalyst have been accomplished. This methodology affords an efficient and economic route for the synthesis of biologically important α-hydroxy amides and β-amino alcohols. The other important advantage of this TBAF catalyst is chemoselective reduction of ketones to corresponding alcohols in the presence of several other sensitive functional groups.
Silylation-based kinetic resolution of α-hydroxy lactones and lactams
Clark, Robert W.,Deaton, T. Maxwell,Zhang, Yan,Moore, Maggie I.,Wiskur, Sheryl L.
supporting information, p. 6132 - 6135 (2014/01/17)
A silylation-based kinetic resolution has been developed for α-hydroxy lactones and lactams employing the chiral isothiourea catalyst (-)-benzotetramisole and triphenylsilyl chloride as the silyl source. The system is more selective for lactones than lactams, and selectivity factors up to 100 can be achieved utilizing commercially available reagents.
NEW FACILE SYNTHESIS OF α-HYDROXYAMIDES:INTERMOLECULAR AND INTRAMOLECULAR CATALYSIS IN THE REACTION OF α-HYDROXYCARBOXYLIC ACIDS WITH N-SULFINYLAMINES.
Shin, Jai Moo,Kim, Yong Hae
, p. 1921 - 1924 (2007/10/02)
α-Hydroxycarboxylic acids (1) reacted with N-sulfinylanilines (2) to give the corresponding α-hydroxyanilides (5) in quantitative yields under mild condition: the reaction appears to involve intermolecular catalysis by the carboxylic acid moiety and intra
