65359-61-7

Upstream product

• 20452-67-9 phenylethylketene 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 36854-57-6 2-Phenylbutyryl chloride 
• 1530-45-6 (carbethoxymethyl)triphenylphosphonium bromide 
• 623-73-4 diazoacetic acid ethyl ester 

Downstream Products

• 36858-91-0 rac.-3-Ethyl-3-phenyl-allencarbonsaeure-⁽¹⁾ 
• 1016988-68-3 C₂₁H₂₁ClO₃ 
• 1016988-67-2 C₂₁H₂₂O₃ 
• 1206896-64-1 5-ethyl-4-fluoro-5-phenyl-2(5H)-furanone 
• 57585-10-1 4-phenyl-2,3-hexadienoic acid methyl ester 

Relevant academic research and scientific papers

Study on the selectivity in the electrophilic monofluorination of 2,3-allenoates with Selectfluor: An efficient synthesis of 4-fluoro-2(5H)-furanones and 3-fluoro-4-oxo-2(E)-alkenoates

Different from the reaction of 2,3-allenoic acids with Selectfluor, 4-fluoro-2(5H)-furanones and (E)-3-fluoro-4-oxo-2-alkenoates were highly selectively generated from 2,4-disubstituted 2,3-allenoates with Selectfluor under different conditions in moderate yields. The reaction of 2, 4, 4-trisubstituted 2,3-allenoates afforded the corresponding 4-fluoro-2(5H)-furanones highly selectively with up to 95% yield under different conditions. The scope of the substrates has been carefully explored. Due to the more readily availability of 2,3-allenoates as compared to 2,3-allenoic acids, new 4-fluoro-2(5H)furanones were prepared. Based on the isolation and characterization of the minor fluorohydroxylation product E-5m, a mechanism has been proposed. The Royal Society of Chemistry 2010.

Iron porphyrin-catalyzed olefination of ketenes with diazoacetate for the enantioselective synthesis of allenes

In the presence of Ph3P and catalytic Fe(TCP)Cl, ketenes could react with EDA to give allenes in high yields under neutral conditions for the first time. By employing chiral phosphine instead of PPh3, allenes could be synthesized with high enantioselectivity (93-98% ee) in good yields. Copyright

Olefination of ketenes for the enantioselective synthesis of allenes via an ylide route

Pseudo-C2-symmetric chiral phosphorus ylide is designed and synthesized for the enantioselective preparation of allenic esters, amides, ketone, and nitrile. Up to 92% ee is achieved.