63883-31-8Relevant academic research and scientific papers
One-pot multistep Bohlmann-Rahtz heteroannulation reactions: Synthesis of dimethyl sulfomycinamate
Bagley, Mark C.,Chapaneri, Krishna,Dale, James W.,Xiong, Xin,Bower, Justin
, p. 1389 - 1399 (2007/10/03)
(Chemical Equation Presented) The synthesis of dimethyl sulfomycinamate, the acidic methanolysis product of the sulfomycin family of thiopeptide antibiotics, from methyl 2-oxo-4-(trimethylsilyl)but-3-ynoate is achieved in a 2,3,6-trisubstituted pyridine synthesis that proceeds with total regiocontrol in 13 steps by the Bohlmann-Rahtz heteroannulation of a 1-(oxazol-4-yl)enamine or in 12 steps and 9% yield by three-component cyclocondensation with N-[3-oxo-3-(oxazol-4-yl)propanoyl]serine and ammonia in ethanol.
Polymer-micelle incarcerated scandium as a polymer-supported catalyst for high-throughput organic synthesis
Takeuchi, Masahiro,Akiyama, Ryo,Kobayashi, Shu
, p. 13096 - 13097 (2007/10/03)
A novel immobilization technique for Sc(OTf)3, a polymer-micelle incarcerated (PMI) method, has been developed. PMI Sc(OTf)3 is highly active in several fundamental carbon-carbon bond-forming reactions. The catalyst is recovered quan
Lewis Acid Catalysis in Supercritical Carbon Dioxide. Use of Poly(ethylene glycol) Derivatives and Perfluoroalkylbenzenes As Surfactant Molecules Which Enable Efficient Catalysis in ScCO2
Komoto, Ichiro,Kobayashi, Shu
, p. 680 - 688 (2007/10/03)
Lewis acid catalysis in supercritical carbon dioxide (CO2) was investigated. While solubility of most organic materials is low in scCO 2, poly(ethylene glycol) derivatives or perfluoroalkylbenzenes were found to work as surfactants to dissolve organic materials in scCO2. In the presence of these molecules, Lewis acid catalyzed organic reactions such as aldol-, Mannich-, and Friedel-Crafts-type reactions proceeded smoothly in scCO2. Formation of emulsions was observed in these reactions, and the systems were studied in detail.
Lithium acetate-catalyzed aldol reaction between aldehyde and trimethylsilyl enolate in anhydrous or water-containing N,N-dimethylformamide
Nakagawa, Takashi,Fujisawa, Hidehiko,Nagata, Yuzo,Mukaiyama, Teruaki
, p. 1555 - 1567 (2007/10/03)
Lithium acetate (AcOLi)-catalyzed aldol reactions between trimethylsilyl enolates and aldehydes proceed smoothly in anhydrous DMF or pyridine to afford the corresponding aldols in good to high yields under weakly-basic conditions (Tables 1-5). This cataly
Product-catalyzed aldol reaction between trimethylsilyl enolates and aldehydes
Fujisawa, Hidehiko,Nakagawa, Takashi,Mukaiyama, Teruaki
, p. 1241 - 1246 (2007/10/03)
Aldol reactions between trimethylsilyl ketene acetals and aldehydes by using a catalytic amount of alkoxide anion proceeded smoothly to afford the corresponding aldols in DMF, indicating that the initially-formed aldolate anion effectively worked to catal
An air-stable, storable chiral zirconium catalyst for asymmetric aldol reactions
Kobayashi, Shue,Saito, Susumu,Ueno, Masaharu,Yamashita, Yasuhiro
, p. 2016 - 2017 (2007/10/03)
Asymmetric aldol reactions of ketene silyl acetals with aldehydes using an air-stable, storable chiral zirconium catalyst, which could be stored for at least 13 weeks at room temperature, proceeded smoothly to afford the desired adducts in high yields wit
Lithium acetate-catalyzed aldol reaction between aldehyde and trimethylsilyl enolate
Nakagawa, Takashi,Fujisawa, Hidehiko,Mukaiyama, Teruaki
, p. 462 - 463 (2007/10/03)
Lithium acetate-catalyzed aldol reaction between trimethylsilyl enolates and aldehydes proceeded smoothly in a DMF or pyridine solvent to afford the corresponding aldols in good to high yields under weakly basic conditions.
Lewis base catalyzed aldol reaction of trimethylsilyl enolates with aldehydes
Mukaiyama, Teruaki,Fujisawa, Hidehiko,Nakagawa, Takashi
, p. 4518 - 4531 (2007/10/03)
A new Lewis base catalyzed aldol reaction of trimethylsilyl enolates with aldehydes is established in DMF or pyridine solvent by using a Lewis base such as lithium diphenylamide (Tables 4 and 5) or lithium 2-pyrrolidone (Tables 6-8). The effect of solvent
1-Dodecyloxy-4-perfluoroalkylbenzene as a Novel Efficient Additive in Aldol Reactions and Friedel-Crafts Alkylation in Supercritical Carbon Dioxide
Komoto, Ichiro,Kobayashi, Shu
, p. 1115 - 1117 (2007/10/03)
matrix presented 1-Dodecyloxy-4-perfluoroalkylbenzenes accelerated organic reactions such as aldol-type reactions and Friedel-Crafts alkylation in supercritical carbon dioxide. The perfluoroalkylbenzene worked as a surfactant in the system, and formation of emulsions during the reactions was observed.
Lithium pyrrolidone catalyzed aldol reaction between aldehyde and trimethylsilyl enolate
Fujisawa, Hidehiko,Mukaiyama, Teruaki
, p. 858 - 859 (2007/10/03)
Lithium pyrrolidone catalyzed aldol reaction between trimethylsilyl enolates and aldehydes proceeded smoothly in a DMF or pyridine solvent to afford the corresponding aldols under weakly basic conditions.
