58547-32-3Relevant academic research and scientific papers
Crossed aldol reaction using polymer-bound lithium amides
Seki, Atsushi,Takizawa, Youichi,Ishiwata, Fusae,Asami, Masatoshi
, p. 342 - 343 (2003)
Polymer-bound lithium amides were used in an aldol reaction. The introduction of a spacer between the polymer backbone and the reactive site was important to enhance yields of the aldol products. The polymer-bound reagent was repeatedly used in the same r
Dibutyltin dimethoxide and BINAP · silver(I) complex-catalyzed asymmetric aldol reaction of alkenyl trichloroacetates with aldehydes
Yanagisawa, Akira,Ichikawa, Toshikazu,Arai, Takayoshi
, p. 550 - 553 (2008/02/06)
A catalytic asymmetric aldol reaction of alkenyl trichloroacetates with aldehydes was achieved using dibutyltin dimethoxide and BINAP · silver(I) complex as catalysts in a mixed solvent consisting of THF and MeOH. Various optically active β-hydroxy ketone
Crossed aldol reaction using cross-linked polymer-bound lithium dialkylamide
Seki, Atsushi,Ishiwata, Fusae,Takizawa, Youichi,Asami, Masatoshi
, p. 5001 - 5011 (2007/10/03)
Cross-linked polymer-bound lithium dialkylamides were employed in crossed aldol reaction of various carbonyl compounds with aldehydes to afford the corresponding β-hydroxycarbonyl compounds. The introduction of spacer chains to the polymer-bound lithium d
Preparation and regioselective SN2′ reaction of novel gem-difluorinated vinyloxiranes with RLi
Ueki, Hisanori,Chiba, Takashi,Yamazaki, Takashi,Kitazume, Tomoya
, p. 7616 - 7627 (2007/10/03)
A series of hitherto unknown 3,4-epoxy-1,1-difluorobutenes were prepared from the readily accessible α,β-epoxy ketones and these compounds were found to undergo regioselective SN2′ reactions with hard RLi nucleophiles occurring at the highly positively charged terminal fluorine-possessing sp2 carbon atom in quite sharp contrast to the cases of the corresponding nonfluorinated vinyloxiranes which only attained a low level of regioselectivity. Addition of HMPA substantially improved the products' olefinic stereoselectivity. Theoretical calculations were used to qualitatively explore the nature of selectivity in these reactions.
Diastereoselective aldol and reformatsky reactions of α-halo carbonyl compounds and aldehydes mediated by Titanium(II) Chloride
Kagayama,Igarashi,Shiina,Mukaiyama
, p. 2579 - 2585 (2007/10/03)
Highly diastereoselective aldol reactions of α-bromo ketones with several aldehydes were successfully carried out by using a combination of titanium(II) chloride and copper or sodium iodide in dichloromethane-pivalonitrile at low temperature. Similarly, Reformatsky reactions of α-bromo thioester with aliphatic aldehydes proceeded to afford β-hydroxy thioesters in good yields under mild conditions.
Organic synthesis inside particles in water: Lewis acid-surfactant-combined catalysts for organic reactions in water using colloidal dispersions as reaction media
Manabe, Kei,Mori, Yuichiro,Wakabayashi, Takeshi,Nagayama, Satoshi,Kobayashi, Shu
, p. 7202 - 7207 (2007/10/03)
A Lewis acid - surfactant-combined catalyst (LASC) has been developed and applied to Lewis acid-catalyzed organic reactions in water. LASCs are composed of water-stable Lewis acidic cations such as scandium and anionic surfactants such as dodecyl sulfate
Catalytic asymmetric Mukaiyama aldol reactions in aqueous media
Kobayashi, Shu,Nagayama, Satoshi,Busujima, Tsuyoshi
, p. 8739 - 8746 (2007/10/03)
Chiral copper(II)-catalyzed asymmetric aldol reactions of silyl enol ethers with aldehydes (the Mukaiyama aldol reaction) have been performed in an ethanol-water solution. The use of the protic solvent including water is a key to achieve these reactions.
Tris(pentafluorophenyl)boron as an Efficient, Air Stable, and Water Tolerant Lewis Acid Catalyst
Ishihara, Kazuaki,Hanaki, Naoyuki,Funahashi, Miyuki,Miyata, Mayumi,Yamamoto, Hisashi
, p. 1721 - 1730 (2007/10/02)
Tris(pentafluorophenyl)boron is an efficient, air stable, and water tolerant Lewis acid catalyst for the aldol-type and Michael reactions of silyl enol ethers with carbonyl compounds or other electrophiles (trimethyl orthoformate, dimethal acetal, and chloromethyl methyl ether), the allylation reaction of allylsilanes with aldehydes, and the Diels-Alder reaction of dienes with α,β-unsaturated-aldehydes.A solution of formaldehyde in water is applicable as an electrophile.Also, the aldol-type reaction of ketene silyl acetals with aromatic or aliphatic imines is successfully carried out using the same catalyst.
Lanthanide Triflates as Water-Tolerant Lewis Acids. Activation of Commercial Formaldehyde Solution and Use in the Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media
Kobayashi, Shu,Hachiya, Iwao
, p. 3590 - 3596 (2007/10/02)
Lanthanide trifluoromethanesulfonates (triflates), especially ytterbium triflate (Yb(OTf)3), were found to be stable Lewis acids in water.In the presence of a catalytic amount of lanthanide triflate, formaldehyde in water solution (commercial formaldehyde
The aldol reaction of silyl enol ethers with aldehydes in aqueous media
Kobayashi,Hachiya
, p. 1625 - 1628 (2007/10/02)
The aldol reaction of silyl enol ethers with aldehydes is successfully carried out in aqueous media by using a lanthanide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered and reused in this
