950759-32-7

Upstream product

• 5162-44-7 1-bromo-4-butene 
• 50562-79-3 1-(4-tolylsulfonyl)indole-3-carboxaldehyde 
• 7103-09-5 4-but-1-enylmagnesium bromide 
• 487-89-8 Indole-3-carboxaldehyde 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

Stereospecific cross-coupling reactions of aryl-substituted tetrahydrofurans, tetrahydropyrans, and lactones

The stereospecific ring-opening of O-heterocycles to provide acyclic alcohols and carboxylic acids with controlled formation of a new C-C bond is reported. These reactions provide new methods for synthesis of acyclic polyketide analogs with complex stereochemical arrays. Stereoselective synthesis of the cyclic template is utilized to control relative configuration; subsequent stereospecific nickel-catalyzed ring-opening affords the acyclic product. Aryl-substituted tetrahydrofurans and tetrahydropyrans undergo nickel-catalyzed Kumada-type coupling with a range of Grignard reagents to furnish acyclic alcohols with high diastereoselectivity. Enantioenriched lactones undergo Negishi-type cross-coupling with dimethylzinc to afford enantioenriched carboxylic acids. Application in a two-step enantioselective synthesis of an antidyslipidemia agent is demonstrated. (Chemical Equation Presented)

A facile method for synthesis of 5-hydroxypentene via sonochemical barbier reaction

A series of 5-hydroxypentenes was synthesized from the reaction mixture of Mg powder, 1,2-dibromoethane, 4-bromobutene and aldehydes in THF under ultrasound. This sonochemical Barbier reaction provides a simple and alternative method for preparation of 5-hydroxypentene instead of the allylating reagent with epoxide.