128094-19-9

Upstream product

• 613-91-2 acetophenone oxime 
• 532-27-4 1-chloroacetophenone 
• 100-52-7 benzaldehyde 
• 825-76-3 α-cyclopropylstyrene 
• 879-59-4 4-phenyl-5,6-dihydro-2H-pyran-2-one 
• 1221447-17-1 (E)-1,3-diphenylbut-3-en-1-one oxime 
• 932-90-1 Benzaldoxime 
• 698-16-8 benzohydroximoyl chloride 
• 842163-61-5 (+/-)-ethyl 3,5-diphenyl-2-isoxazoline-5-carboxylate 

Relevant academic research and scientific papers

Catalytic Enantioselective 1,4-Iodofunctionalizations of Conjugated Dienes

The first catalytic enantioselective 1,4-iodofunctionalizations of conjugated dienes have been developed. Starting from β,γ,δ,ε-unsaturated oximes and 4-Ns hydrazones, these N-iodosuccinimide-mediated reactions are catalyzed by newly modified tertiary aminothiourea derivatives and furnish Δ2-isoxazoline and Δ2-pyrazoline derivatives, respectively, containing an (E)-allyl iodide group at the quaternary stereogenic center generally in high yield and with excellent enantioselectivity (up to 98.5:1.5 er).

Chemoenzymatic synthesis of primary alcohols with a 2-isoxazoline moiety

Racemic 2-isoxazoline-5-carboxylate esters were reduced under mild conditions to form the corresponding primary alcohols. These alcohols were enzymically resolved by acylation with succinic anhydride in the presence of Amano AK lipase.

Reaction of Cα,O-Dilithiooximes with Functionalized Carbonyl Compounds. Part 2. Reaction with α-Chloroketones and α,β-Unsaturated Aldehydes and Ketones

The reaction of Cα,O-Dilithiooximes 2 and α-chloroketones afforded 5-(hydroxymethyl)-Δ2-isoxazolines 4. α,β-Unsaturated aldehydes and ketones reacted with 2 to give the corresponding acyclic 1,2-addition products 5.The latter were cyclized with phosphorus pentoxide to 5-vinyl-Δ2-isoxazolines 6.