126786-08-1Relevant academic research and scientific papers
Combined proline-surfactant organocatalyst for the highly diastereo- and enantioselective aqueous direct cross-aldol reaction of aldehydes
Hayashi, Yujiro,Aratake, Seiji,Okano, Tsubasa,Takahashi, Junichi,Sumiya, Tatsunobu,Shoji, Mitsuru
, p. 5527 - 5529 (2006)
(Chemical Equation Presented) Why not combine the two? The asymmetric direct aldol reaction of two different aldehydes was catalyzed by a combined proline-surfactant organic catalyst in the presence of water. A stable emulsion was formed in the reaction mixture, and the aldols were obtained with excellent diastereo- and enantioselectivities (see scheme).
Rapid and stereochemically flexible synthesis of polypropionates: Super-silyl-governed aldol cascades
Brady, Patrick B.,Yamamoto, Hisashi
, p. 1942 - 1946 (2012/04/04)
Polypropionates made EZ: The E/Z geometry of tris(trimethylsilyl)silyl super silyl enol ethers derived from propionaldehyde controls diastereoselectivity in the aldehyde crossed-aldol reaction. These silyl enol ethers can participate in polyaldol cascade reactions, thus allowing the one-pot synthesis of four different dipropionate stereotetrads (see scheme), and polyketides bearing up to five contiguous stereocenters.
Aldol reactions on solid phase. Sc(OTf)3-catalyzed aldol reactions of polymer-supported silyl enol ethers with aldehydes providing convenient methods for the preparation of 1,3-diol, β-hydroxy carboxylic acid, and β-hydroxy aldehyde libraries
Kobayashi, Shu,Hachiya, Iwao,Yasuda, Masaru
, p. 5569 - 5572 (2007/10/03)
Aldol reactions on solid phase have been achieved. In the presence of a catalytic amount of scandium triflate (Sc(OTf)3), polymer-supported silyl enol ethers reacted with aldehydes to afford the corresponding β-hydroxy thioester derivatives, which were reduced to 1,3-diol and β-hydroxy aldehyde derivatives, or hydrolyzed to β-hydroxy carboxylic acid derivatives.
BCl3- and TiCl4-mediated reductions of β-hydroxy ketones
Sarko, Christopher R.,Collibee, Scott E.,Knorr, Allison L.,DiMare, Marcello
, p. 868 - 873 (2007/10/03)
Syn-selective reduction protocols for β-hydroxy ketones are described exploiting the intermediacy of titanium and boron chelates derived from TiCl4 and BCl3, respectively. Reductions are conducted at -78°C in CH2Cl2/
