140870-83-3

Upstream product

• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 201230-82-2 carbon monoxide 
• 4515-80-4 dimethyltitanium diisopropoxide 
• 18006-13-8 methyltriisopropoxytitanium(IV) 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 260352-12-3 (E)-5-(4-chlorophenyl)-2,2-diphenylpent-4-enal 
• 1431561-40-8 (1E, 4E)-2,2-dimethyl-5-phenylpent-4-enal oxime 
• 4392-24-9 Cinnamyl bromide 
• 75-16-1 methylmagnesium bromide 
• 87562-50-3 (4E)-2,2-dimethyl-5-phenylpent-4-enenitrile 
• 21040-45-9 Cinnamyl acetate 

Downstream Products

• 1583276-41-8 (2E,5E)-3,3-dimethyl-6-phenylhex-5-en-2-one oxime 
• 1583276-24-7 2-benzyl-4,4,5-trimethyl-3,4-dihydro-2H-pyrrole 1-oxide 

Relevant academic research and scientific papers

Carbonylation of alkyltitanium compounds with allylic derivatives

Triisopropoxymethyltitanium (1a) or diisopropoxydimethyltitanium (1b) was treated with carbon monoxide (1 atm, balloon) at room temperature overnight (16-18 h), and then the reaction mixture was added to various allyl derivatives in the presence of palladium catalyst (5 molpercent based on the allylic derivatives) at room temperature.From 1b and cinnamyl acetate in the presence of tetrakis(triphenylphosphine)palladium, (E)-3,3-dimethyl-6-phenyl-5-hexen-2-one (5a) was afforded in 57percent yield.A similar reaction with trans-2-hexenyl acetate also gave the corresponding γ-δ-unsaturated ketone in 57percent yield.The formation of the products would be rationalized by titanium η2-acyl and oxicarbenoid intermediates.

Inorganic-base-mediated hydroamination of alkenyl oximes for the synthesis of cyclic nitrones

A method based on hydroamination mediated by inorganic base was developed for the synthesis of cyclic nitrones from alkenyl oximes. DFT calculations of the reaction pathway suggested that this hydroamination could proceed through an unprecedented nucleophilic amination of the unactivated alkene by the oxime nitrogen atom. The transition state of this reaction is stabilized by an ionic interaction between a metal cation such as K+ and the oxime oxygen and negatively charged alkene moiety. Basic ring building: A method for the synthesis of cyclic nitrones by using alkenyl oximes was developed based on hydroamination mediated by an inorganic base. DFT calculations for the reaction pathway suggested that this hydroamination could proceed through nucleophilic amination of the unactivated alkene by the oxime nitrogen atom, with the transition state stabilized by ionic interaction with a metal cation such as K+. Copyright