101593-89-9

Upstream product

• 285-67-6 Cyclopentene oxide 
• 62-53-3 aniline 
• 142-29-0 cyclopentene 
• 285-67-6 (1S,5R)-6-Oxa-bicyclo[3.1.0]hexane 

Downstream Products

• 67440-19-1 N-((1R,2R)-2-Hydroxy-cyclopentyl)-N-phenyl-propionamide 
• 67440-84-0 N-((1R,2S)-2-Dimethylamino-cyclopentyl)-N-phenyl-propionamide 
• 179737-87-2 6-phenyl-6-azabicyclo[3.1.0]hexane 

Relevant academic research and scientific papers

An efficient method for the ring opening of epoxides with aromatic amines catalyzed by bismuth trichloride

We describe here the nucleophilic opening of epoxides with aromatic amines in the presence of a catalytic amount of BiCl3. The mild reaction conditions and the low toxicity of bismuth salts make this procedure particularly attractive for the sy

An efficient method for the ring opening of epoxides with aromatic amines catalysed by indium trichloride

Indium trichloride catalyses for the first time the formation of β-amino alcohols from epoxides and aromatic amines in dichloromethane at room temperature.

Bismuth triflate-catalyzed mild and efficient epoxide opening by aromatic amines under aqueous conditions

Bismuth triflate catalyzes the ring opening of epoxides with aromatic amines under aqueous conditions. The reaction proceeds rapidly and affords the corresponding β-amino alcohols in excellent yields.

Zirconium (IV) Chloride Catalyzed Ring Opening of Epoxides with Aromatic Amines

Zirconium (IV) chloride catalyzed ring opening of epoxides with anilines to afford the corresponding β-amino alcohols in acetonitrile at ambient temperature was discussed.

Lithium bromide, an inexpensive and efficient catalyst for opening of epoxide rings by amines at room temperature under solvent-free condition

Lithium bromide has been found to be an inexpensive and efficient catalyst for the opening of epoxide rings by amines, and this provides an environmentally friendly method for the synthesis of β-amino alcohols. Aromatic and aliphatic amines react with cycloalkene oxides to exclusively form trans-2-(aryl/alkylamino)cycloalkanols in high yields. A 98-100% selectivity in favour of nucleophilic attack at the benzylic carbon atom of styrene oxide is observed with aromatic amines. However, aliphatic amines exhibit a marginal preference for the reaction at the terminal carbon atom of the epoxide ring in styrene oxide. Non-styrenoidal, unsymmetrical alkene oxides undergo selective nucleophilic attack at the sterically less hindered carbon atom by aniline. The chelation effect of the Li+ ion enables selective opening of the epoxide ring in 3-phenoxypropylene oxide in the presence of styrene oxide. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Vanadium(III) Chloride-Catalyzed Preparation of β-Amino Alcohols from Epoxides

Vanadium(III) chloride was found to catalyze the cleavage of epoxides with aromatic amines in an efficient way to afford the corresponding β-amino alcohols in very good yields. The reactions are completely anti-stereoselective, highly regioselective and p

TaCl5-catalyzed cleavage of epoxides with aromatic amines

Tantalum(V) chloride has been demonstrated as an efficient catalyst in ring opening of epoxides with aromatic amines for the synthesis of β-amino alcohols for the first time.

2D Naphthalenedisulfonate-cadmiun coordination polymer with 2,4,5-tri(4-pyridyl)-imidazole as a co-ligand: Structure and catalytic property

A new 2D coordination polymer, [Cd(tpim)(1,5-nds)]n (1), was constructed from 1,5-naphthalenedisulfonate (1,5-nds), 2,4,5-tri(4-pyridyl)- imidazole (tpim) and Cd(CH3COO)2·2H2O, which can be subsequently used to

Two-dimensional {Co3+-Zn2+} and {Co 3+-Cd2+} networks and their applications in heterogeneous and solvent-free ring opening reactions

We report the synthesis and structural characterization of two-dimensional {Co3+-Zn2+} and {Co3+-Cd2+} heterobimetallic networks and their catalytic applications in heterogeneous and solvent-free ring opening reactions of various epoxides. The Royal Society of Chemistry.

Mesoporous Titania-Iron(III) Oxide with Nanoscale Porosity and High Catalytic Activity for the Synthesis of β-Amino Alcohols and Benzimidazole Derivatives

A mesoporous TiO2-Fe2O3 mixed oxide material (MTF-1E) with nanoscale porosity and a high BET surface area was synthesized using sodium dodecyl sulfate (SDS) as a structure-directing agent. The material was characterized by