154614-91-2

Upstream product

• 107-18-6 allyl alcohol 
• 38435-51-7 N-hydroxy-4-methoxy-benzenecarboximidoyl chloride 
• 3717-21-3 p-methoxyl benzaldoxime 
• 206055-84-7 [(5RS)-3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl]methanol 

Downstream Products

• 408341-82-2 [(5R)-3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl]methyl mesylate 
• 721430-36-0 (R)-3-(4-Methoxy-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid 
• 408341-83-3 (1S,5S)-4-(4-methoxyphenyl)-2-oxa-3-azabicyclo[3.1.0]hex-3-ene 

Relevant academic research and scientific papers

Mechanistic Insights into the Racemization of Fused Cyclopropyl Isoxazolines

Experimental and computational studies of the unexpected racemization of enantiopure fused cyclopropyl isoxazolines are reported. These studies offer insights into the mechanism of racemization, quantify the position of the transition state on the dipolar

Synthesis and immunopotentiating activity of novel isoxazoline functionalized coumarins

A novel series (13) of isoxazoline functionalized coumarins was synthesized through 1,3-dipolar cyclization of nitrile oxides with Allylated coumarins. Synthesis of effective and target selective immunostimulators through conjugation of diversely substitu

Preparation of novel N-sulfonylated (S,S)-2,3-diaminosuccinate-type chiral auxiliaries and application to an asymmetric 1,3-dipolar cycloaddition reaction of nitrile oxides to allyl alcohol

Novel N-sulfonylated (S,S)-2,3-diaminosuccinate-type chiral auxiliaries, which have the tartaric acid-like framework with a sulfonamide group instead of a hydroxyl group, were synthesized from l-aspartic acid. The synthesized (S,S)-2,3-diaminosuccinate de

Asymmetric 1,3-dipolar cycloaddition of nitrile oxides generated in situ by direct oxidation of aldoximes

The asymmetric 1,3-dipolar cycloaddition of nitrile oxides, generated in situ from aldoximes by direct oxidation with tert-butyl hypochlorite, to 2-propen-1-ol was achieved by utilizing diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding (R)-2-isoxazolines with high enantioselectivity up to 96% ee.

Stereocontrolled approaches to 2-(2-aminoalkyl)-1-hydroxycyclopropanes

(1S,2S)-2[(S)-Amino(4-methoxyphenyl)methyl]cyclopropan-1-ol together with a range of racemic 2-(2-aminoalkyl)-1-hydroxycyclopropanes were prepared by a stepwise procedure involving a 1,3-dipolar cycloaddition of a nitrile oxide to a cyclopropene followed

Catalytic asymmetric 1,3-dipolar cycloaddition of nitrile oxides to an achiral allyl alcohol utilizing diisopropyl tartrate as a chiral auxiliary

The catalytic asymmetric 1,3-dipolar cycloaddition of nitrile oxides to an achiral allyl alcohol was achieved by the use of a catalytic amount of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding (R)-2-isoxazolines with high enantioselectivity. In order to realize reproducible higher stereoselection, the addition of a small amount of ethereal compound such as 1,4-dioxane was crucial.

Enantioselective Synthesis of 2-Isoxazolines via Asymmetric 1,3-Dipolar Cycloaddition of Nitrile Oxide to Achiral Allyl Alcohol

The asymmetric 1,3-dipolar cycloaddition of a nitrile oxide to an achiral allyl alcohol was achieved by the use of (R,R)-diisopropyl tartrate as a chiral auxiliary.Treatment of the allyl alcohol with diethylzinc and the tartrate, followed by the addition