15822-49-8

Upstream product

• 63089-65-6 1-(α-Cyanoaethyl)-4-t-butylcyclohexen 
• 17328-78-8 cis-4-t-butyl-1-ethyl-1-cyclohexanol 
• 33800-81-6 4-(tert-butyl)-1-vinyl-1-cyclohexene 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 63089-63-4 1-(α-Cyanoaethyliden)-4-t-butylcyclohexan 

Relevant academic research and scientific papers

Amberlyst-15: A reusable heterogeneous catalyst for the dehydration of tertiary alcohols

Tertiary alcohols react under mild conditions in the presence of Amberlyst-15 (dry) (solid-supported sulfonic acid) to give predominantly the most stable alkene in very good yield. The dehydration of tertiary alcohol functionality occurs without observation of rearrangement and polymerization products, and with outstanding substrate tolerance, which include the NHCBz, NHBoc, OSEM, OTBDMS, OBOM and ethylene ketal functional groups. Amberlyst-15 (dry) can be easily recovered from the reaction medium and reused for five cycles, maintaining the catalytic efficiency. In addition, the dehydration can occur under continuous operation.

Selective Cobalt-Catalyzed Reduction of Terminal Alkenes and Alkynes Using (EtO)2Si(Me)H as a Stoichiometric Reductant

While attempting to effect Co-catalyzed hydrosilylation of β-vinyl trimethylsilyl enol ethers, we discovered that, depending on the silane, solvent, and the method of generation of the reduced cobalt catalyst, a highly efficient and selective reduction or hydrosilylation of an alkene can be achieved. This paper deals with this reduction reaction, which has not been reported before in spite of the huge research activity in this area. The reaction, which uses the air-stable [2,6-bis(aryliminoyl)pyridine)]CoCl2 activated by 2 equiv of NaEt3BH as the catalyst (0.001-0.05 equiv) and (EtO)2SiMeH as the hydrogen source, is best run at ambient temperature in toluene and is highly selective for the reduction of simple unsubstituted 1-alkenes and the terminal double bonds in 1,3- and 1,4-dienes, β-vinyl ketones, and silyloxy dienes. The reaction is tolerant of various functional groups such as bromide, alcohol, amine, carbonyl, di- or trisubstituted double bonds, and water. Highly selective reduction of a terminal alkyne to either an alkene or alkane can be accomplished by using stoichiometric amounts of the silane. Preliminary mechanistic studies indicate that the reaction is stoichiometric in the silane and both hydrogens in the product come from the silane.