116704-20-2

Upstream product

• 92251-17-7 5-ethoxy-1,6-dihydro-[1,1'-biphenyl]-3(2H)-one 

Downstream Products

• 116704-23-5 trans (<3-D> 5-phenyl 2-cyclohexenyl) methyl sulfide 
• 116704-21-3 trans (<3-D>5-phenyl 2-cyclohexenyl) benzoate 
• 116704-14-4 trans (<1-D> 5-phenyl 2-cyclohexenyl) methyl sulfide 
• 116704-21-3 cis (<3-D>5-phenyl 2-cyclohexenyl) benzoate 

Relevant academic research and scientific papers

Regio- and sterochemistry of alkylation of benzoate anion with 5-phenyl 2-cyclohexenyl sulfonium salts : influence of copper(I)

In order to invstigate the regio and stereochemistry of uncatalyzed and copper(I) catalyzed substitution reactions on allylic sulfonium salts, cis and trans 5-phenyl 2-cyclohexenyldimethylsulfonium tetrafluoroborates were synthesized, along with their α and γ-deutterated analogs.Uncatalyzed substitution of benzoate anion on these substrates essentially involves anti α attack (SN2 reaction), with a minor amount of syn γ (SN2') reaction in the case of the trans substrate.On the contrary, for both stereoisomers copper(I) catalyzed benzoate substitution displays anti attack with (50:50) α,γ-regiochemistry.The mechanism of this copper(I) catalyzed reaction is discussed: it necessarily involves a symmetrical intermediate, possibly a ?-allyl copper complex.