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Relevant academic research and scientific papers

Ring Opening Reactions of Epoxides Catalyzed by Samarium Iodides

SmI2(THF)2 catalyzes the ring opening of epoxides by trimethylsilylazide, trimethylsilylcyanide and primary and secondary amines.High regioselectivities are observed in specific cases.

Diisopropoxyaluminium trifluoroacetate: A new promoter for aminolysis of epoxides

Aminolysis of symmetrical as well as unsymmetrical epoxides using various amines in the presence of diisopropoxyaluminium trifluoroacetate (DIPAT) as a new promoter gave 1,2-amino alcohols in excellent yields at room temperature with good to excellent selectivities.

Synthesis and diastereoselective functionalisation of tricarbonyl[(3a,7a)-octahydro-3-substituted-2-(η6-phenyl)benzoxaz ole]chromium(0) complexes

Two novel tricarbonyl[(3a,7a)-octahydro-3-substituted-2-(η6-phenyl)benzoxaz ole]chromium(0) complexes have been synthesised in excellent yield and characterised by X-ray crystallography. Treatment of complex 1 with butyllithium followed by elec

Syntheses, structures and catalytic activities of low-coordinated rare-earth metal complexes containing 2,2′-pyridylpyrrolides

Reactions of the ligand precursors 2-(2′-pyridyl)-3,5-Me2-pyrrole (L1H) and 2-(2-pyridyl)-3,4,5-Me3-pyrrole (L2H) with [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 in toluene afforded a series of low-coordinated rare-earth metal bis-amido complexes L1RE[N(SiMe3)2]2 [RE = Y (1a), Dy (1b), Er (1c), Yb (1d)] and L2RE[N(SiMe3)2]2 [RE = Y (2a), Dy (2b), Er (2c), Yb (2d)]. With the ionic radius of rare-earth metal increasing, the reaction of L1H and [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 gave dinuclear complexes (L1)2RE(μ-Cl)(μ-η5:η1:η1-L1)RE(L1)[N(SiMe3)2]2 [RE = Sm (1e), Pr (1f)]; however, the reaction of L2H and [(Me3Si)2N]3Sm(μ-Cl)Li(THF)3 afforded (L2)2Sm[N(SiMe3)2]2 (2e). Results indicated that the ionic radius of rare-earth metal and subtle change in the ligands have substantial effects on the structure and bonding mode of complexes. The complexes showed a high catalytic activity for the ring-opening reaction of cyclohexene oxide with amines to afford various β-aminoalcohols under mild solvent-free conditions.

Asymmetric amination of meso-epoxide with vegetable powder as a low-toxicity catalyst

This paper describes the scope and limitation of substrates subjected to asymmetric amination with epoxides catalyzed by a soluble soybean polysaccharide (Soyafibe S-DN), which we recently discovered from the reaction of 1,2-epoxycyclohexane with cyclopropylamine. Various meso-epoxides reacted with various amines afforded the corresponding products with good enantiomeric selectivity. Since it was found that pectin was found to have a catalytic ability after screening commercially available polysaccharides, we studied 33 different vegetable powders having pectic substances, and we found that many vegetable powders showed catalytic ability. These results should guide in using vegetable components as low-toxic catalysts for the production of pharmaceuticals.

Thieme chemistry journal awardees-where are they now? bifunctional organocatalysis with N-Formyl-l-proline: A novel approach to epoxide ring opening and sulfide oxidation

A conceptually distinct approach to the aminolysis of 1,2-epoxides, which involves Lewis base-Br?nsted acid catalysis employing N-formyl-l-proline as an easily accessible bifunctional organocatalyst and water as a solvent is presented. The potential of N-formyl-l-proline as organocatalyst for the sulfide oxidation reaction using aqueous hydrogen peroxide as environmentally benign and readily available oxidant is also demonstrated. Good to high yields are achieved for both reactions. Georg Thieme Verlag Stuttgart ? New York.

Solid lithium perchlorate as a powerful catalyst for the synthesis of β-aminoalcohols under solvent-free conditions

Lithium perchlorate catalyzed the ring opening of epoxides with amines to provide the corresponding β-aminoalcohols in excellent yields with high regioselectivity. The reaction proceeds rapidly under mild and neutral conditions and worked well with primary, secondary, aliphatic, aromatic, and hindered amines in short times at room temperature, in the absence of solvent.

Lanthanide(III) trifluoromethanesulfonates as extraordinarily effective new catalysts for the aminolysis of 1,2-epoxides

Lanthanide(III) trifluoromethanesulfonates (triflates), such as Yb(OTf)3, Nd(OTf)3 and Gd(OTf)3, catalyze in a extraordinarily efficient way the aminolysis of 1,2-epoxides, affording the corresponding β-amino alcohols, at

Metal salts as new catalysts for mild and efficient aminolysis of oxiranes

A new, simple, efficient, inexpensive, anti stereoselective, highly regioselective method for aminolysis of 1,2-epoxides, by means of metal salts, is described.

A CONVENIENT PREPARATION OF β-AMINO ALCOHOLS FROM EPOXIDES AND HALOMAGNESIUM ALKYLAMIDES

Treatment of epoxides with halomagnesium alkylamides in THF affords the corresponding β-amino alcohols in good yields.