59484-27-4

Upstream product

• 100-52-7 benzaldehyde 
• 60-12-8 2-phenylethanol 
• 5337-63-3 ethyl 2-(2-phenylethyl)acetoacetate 
• 103-63-9 1-phenyl-2-bromoethane 
• 2235-83-8 5-phenyl-2-pentanone 
• 58009-87-3 4-phenylbutanoylmethylenetriphenylphosphorane 
• 17376-04-4 2-phenethyl iodide 

Downstream Products

• 59484-32-1 2-Phenethyl-5-phenyl-cyclohexane-1,3-dione 

Relevant academic research and scientific papers

Triphenylphosphine-mediated olefination of aldehydes with (Z)-(2- acetoxyalk-1-enyl)phenyl-λ3-iodanes: Generation and reaction of (2- oxoalkyl)phenyl-λ3-iodanes

(Z)-(2-Acetoxyalk-1-enyl)phenyl-λ3-iodanes, on treatment with triethylamine in methanol in the presence of triphenylphosphine, undergo Wittig olefination with aldehydes, which involves the intermediacy of α- iodanyl ketones generated by in situ

B(C6F5)3-Catalyzed Diastereoselective Formal (4 + 1)-Cycloaddition of Vinylcyclopropanes and Et2SiH2

A formal (4 + 1)-cycloaddition of vinylcyclopropanes and Et2SiH2 to afford 3,4-disubstituted silolanes is reported. The reaction sequence commences with the known B(C6F5)3-catalyzed alkene hydrosilylation with dihydrosilanes. Cleavage of the remaining Si-H bond in the hydrosilylation product assisted by B(C6F5)3 leads to formation of a cyclopropane-stabilized silylium ion. The activated cyclopropane ring is then opened by the in situ-generated borohydride accompanied by ring closure to the silolane. The diastereoselectivity is rationalized by a mechanistic model.