52881-64-8

Upstream product

• 100-39-0 benzyl bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 134988-30-0 benzyldibutyltelluronium bromide 
• 718-25-2 1-fluoro-4-styrylbenzene 
• 3462-95-1 (4-fluorobenzyl)triphenylphosphonium chloride 
• 100-52-7 benzaldehyde 
• 718-25-2 (E)-4-fluorostilbene 

Downstream Products

• 1194-02-1 4-fluorobenzonitrile 
• 459-57-4 4-fluorobenzaldehyde 
• 100-52-7 benzaldehyde 
• 100-47-0 benzonitrile 
• 345-83-5 4-fluorobenzophenone 
• 1253834-18-2 2-(4-fluorophenyl)-3-phenylthiirane 

Relevant academic research and scientific papers

Enantioselective epoxidation of olefins with hydrogen peroxide catalyzed by bioinspired aminopyridine manganese complexes derived from L-proline

Three chiral aminopyridine ligands derived from L-proline were prepared. Careful evaluation of the corresponding aminopyridine manganese complexes in asymmetric epoxidation of olefins revealed a broad substrate scope in the presence of 0.2 mol% manganese complex and 0.5 equiv. 2,2-dimethylbutyric acid, with aqueous hydrogen peroxide as an oxidant. A variety of olefins including styrenes, chromenes, and cinnamamides were transformed successfully into the target epoxides with moderate to excellent enantioselectivity (yield up to 95%, ee up to 99%).

Unprecedented Asymmetric Epoxidation of Isolated Carbon–Carbon Double Bonds by a Chiral Fluorous Fe(III) Salen Complex: Exploiting Fluorophilic Effect for Catalyst Design

The first asymmetric epoxidation of isolated carbon–carbon double bonds by a chiral salen complex using ubiquitous Fe(III) as a center-metal is described. By simultaneously introducing fluorous tags and tert-butyl groups into the ligand of the salen compl

Visible light-mediated oxidative quenching reaction to electron-rich epoxides: Highly regioselective synthesis of α-bromo (di)ketones and mechanism study

A novel and simple procedure was developed for the regioselective synthesis of α-bromo (di)ketones from electron-rich epoxides via visible light photoredox catalysis. Through optimization of solvent and light source, the reaction can be rapidly achieved under mild conditions. Moreover, the possible reaction mechanism was proposed and further supported by control experiments.

Design of sulfides with a locked conformation as promoters of catalytic and asymmetric sulfonium ylide epoxidation

A new generation of 2,5-dimethylthiolanes with a locked conformation was developed to promote the asymmetric addition of chiral sulfonium ylides to aldehydes. The novel chiral sulfur derivative 4 succeeded the synthesis of trans-stilbene oxide derivatives with enantiomeric ratios ranging from 95:5 to 98:2. This user-friendly organocatalytic process proved to be efficient with 20-10% of sulfide 4 in 1 or 2 days of reaction. An insight into the ylide intermediate conformation is given on the basis of a computational ab initio study.

New camphor-derived selenonium ylides: Enantioselective synthesis of chiral epoxides

Optically pure selenonium salts 3 as the precursors of two new chiral selenonium ylides 4 can be synthesized stereoselectively from natural d-camphor in good yields. It is found that the reaction of the selenonium salt 3b, an aldehyde, and potassium tert-butoxide can take place smoothly in ?one-pot' via the formation of selenonium ylide 4b, to give chiral trans-diaryl epoxides 5 in good yields with good diastereoselectivities and enantioselectivities. CSIRO 2005.

Highly stereoselective synthesis of trans-diaryl epoxides via semi-stabilised telluronium ylide

Benzyldibutyltelluronium bromide can react with LDA to form benzyldibutyltelluronium ylide in situ, followed by the reaction with aromatic aldehydes, developed a novel method for the stereoselective synthesis of trans-diaryl epoxides.

Phase transfer catalyzed reaction of some telluronium salts with aromatic aldehydes

Under the liquid-liquid phase transfer condition, the reaction of aromatic aldehydes with benzyl dibutyl telluronium bromide were found to give epoxy compounds, while the reactions with p-chlorobenzyl dibutyl telluronium bromide were found to give epoxy compounds or olefins.