125873-95-2Relevant articles and documents
Highly Efficient Enantio-differentiating Hydrogenation over an Ultrasonicated Raney Nickel Catalyst Modified with Tartaric Acid
Tai, Akira,Kikukawa, Tadasi,Sugimura, Takashi,Inoue, Yosihisa,Osawa, Tsutomu,Fujii, Satoshi
, p. 795 - 796 (1991)
A tartaric acid-NaBr-modified nickel catalyst prepared from ultrasonicated Raney nickel showed excellent enantio-differentiating and hydrogenating activity in the hydrogenation of a series of 3-oxoalkanoate and 1,3-diketones.
The zirconium alkoxide-catalyzed aldol-tishchenko reaction of ketone aldols
Schneider, Christoph,Hansch, Markus,Weide, Timo
, p. 3010 - 3021 (2007/10/03)
The aldol-Tishchenko reaction of ketone aldols as enol equivalents has been developed as an efficient strategy to furnish differentiated 1,3-anti-diol monoesters in one step. The thermodynamically unstable ketone aldols undergo a facile retro-aldolization to yield a presumed zirconium enolate in situ, which then undergoes the aldol-Tishchenko reaction in typically high yields and with complete 1,3-anti diastereocontrol. Evaluation of a broad range of metal alkoxides as catalysts and optimization of the reaction protocol led to a modified zirconium alkoxide catalyst with attenuated Lewis acidity and dichloromethane as solvent, which resulted in suppression of the undesired acyl migration to a large extent. Various ketone aldols have been prepared and subjected to the general process, giving rise to a broad range of differently substituted 1,3-anti-diol monoesters, which may be hydrolyzed to the corresponding 1,3-anti-diols.
Chiral 1,2-bis(phosphetano)benzenes: Preparation and use in the Ru- catalyzed hydrogenations of carbonyl derivatives
Marinetti, Angela,Genet, Jean-Pierre,Jus, Sebastien,Blanc, Delphine,Ratovelomanana-Vidal, Virginie
, p. 1160 - 1165 (2007/10/03)
Chiral 1,2-bis(phosphetano)benzenes are readily prepared from accessible, optically pure 1,3-diol cyclic sulfates. Their ruthenium complexes catalyze the enantioselective hydrogenations of functionalized carbonyls with moderate-to-high enantiomeric excesses. High levels of diastereo- and enantioselectivity are achieved, especially in the hydrogenation of β-diketones to the corresponding anti-1,3-diols.