96481-91-3

Upstream product

• 2270-59-9 1-bromo-4-methylpent-3-ene 
• 2043-61-0 cyclohexanecarbaldehyde 

Downstream Products

• 96481-93-5 (2R*,5R*)-2-cyclohexyl-5-(1-hydroxy-1-methylethyl)-tetrahydrofuran 
• 96481-95-7 (2S,5S)-2-Cyclohexyl-5-(1-methyl-1-nitrooxy-ethyl)-tetrahydro-furan 
• 96481-94-6 (2S,5S)-2-Cyclohexyl-5-(1-methoxy-1-methyl-ethyl)-tetrahydro-furan 
• 96481-92-4 (2R*,5R*)-2-(1-acetoxy-1-methylethyl)-5-cyclohexyltetrahydrofuran 

Relevant academic research and scientific papers

Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer

We report a catalytic, light-driven method for the intramolecular hydroetherification of unactivated alkenols to furnish cyclic ether products. These reactions occur under visible-light irradiation in the presence of an IrIII-based photoredox catalyst, a Br?nsted base catalyst, and a hydrogen-atom transfer (HAT) co-catalyst. Reactive alkoxy radicals are proposed as key intermediates, generated by direct homolytic activation of alcohol O?H bonds through a proton-coupled electron-transfer mechanism. This method exhibits a broad substrate scope and high functional-group tolerance, and it accommodates a diverse range of alkene substitution patterns. Results demonstrating the extension of this catalytic system to carboetherification reactions are also presented.

Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Copper-Catalyzed Cyclization of Alkenes

An efficient methodology for the stereoselective synthesis of cis-2,5-disubstituted pyrrolidines using copper catalyst was developed. The corresponding cis-2,5-disubstituted pyrrolidines could be obtained in reasonable yields and with good stereoselectivities in the presence of 4,4′-di-tert-butyl-2,2′-bipyridine as ligand and 1-methyl-2-pyrrolidinone as solvent.