28591-18-6

Upstream product

• 13984-57-1 ethyl 5-oxohexanoate 
• 4761-26-6 ethyl 2-carbethoxy-5-oxocaproate 
• 75227-09-7 2-(3-p-Tolyl-butyl)-malonic acid diethyl ester 
• 75227-10-0 2-(3-p-Tolyl-butyl)-malonic acid monoethyl ester 
• 83912-17-8 Ethyl 5-hydroxy-5-(p-tolyl)hexanoate 
• 106-38-7 para-bromotoluene 
• 75227-11-1 Ethyl 5-(p-tolyl)hexanoate 

Downstream Products

• 70329-63-4 (+/-)-5,6-dehydrosenedigitalene 
• 78518-93-1 5-(p-Tolyl)-hexanal 

Relevant academic research and scientific papers

Reagents for diverse iodosilane-mediated transformations

It was observed that a PhSiH2I-mediated protocol using PhSiH3 and cat. I2 caused the deiodination of 2-(iodomethyl)-2-phenyltetrahydrofuran. Stemming from the investigation of the mechanism, we found that the PhSiH3/

A New Synthesis of (+/-)-5,6-Dehydrosenedigitalene

Ethyl 2-carbethoxy-5-oxohexanoate (II) on heating with NaCl in DMSO-water mixture gives the monoester (III) which when submitted to selective Grignard reaction with p-tolylmagnesium bromide furnishes ethyl 5-hydroxy-5-(p-tolyl)hexanoate (IV).The benzylic alcohol (IV) on catalytic hydrogenolysis gives ethyl 5-(p-tolyl)hexanoate (V) which on reduction with LAH provides the alcohol (VI).Oxidation of VI with Corey's reagent furnishes the aldehyde (VII) which on Wittig reaction with methylenetriphenylphosphorane in DMSO yields the title compound (I).