55134-83-3

Upstream product

• 55134-80-0 3-ethyl-5-phenyl-2-trimethylsilanyloxy-isoxazolidine 
• 100-42-5 styrene 
• 71494-92-3 propionitrile oxide 
• 35749-33-8 (Z)-N-hydroxypropionimidoyl chloride 
• 7064-06-4 3-methyl-5-phenyl-4,5-dihydroisoxazole 
• 74-88-4 methyl iodide 
• 108-03-2 1-Nitropropane 

Downstream Products

• 37038-75-8 1-hydroxy-1-phenylpentan-3-one 
• 5764-85-2 Ethyl 3-hydroxy-3-phenylpropanoate 
• 121361-47-5 2-hydroxy-1-phenylethyl propionate 
• 10522-05-1 Propionic acid 2-hydroxy-2-phenyl-ethyl ester 
• 3152-68-9 (1E)-1-phenylpent-1-en-3-one 
• 82782-06-7 (Z)-1-phenylpent-1-en-3-one 
• 20795-51-1 1-phenylpentan-3-one 

Relevant academic research and scientific papers

4,5-Dihydroisoxazoles by copper(II)-catalysed condensation of primary nitroalkanes with dipolarophiles

Primary aliphatic nitro compounds condense with substituted alkenes to give 4,5-dihydroisoxazoles under copper(II) acetate catalysis in the presence of tertiary amines. Apparently nitrile oxides are not intermediates, as no furoxans are detected in these

An improved method for preparation of nitrile oxides from nitroalkanes for in situ dipolar cycloadditions

A new method has been found for generation of nitrile oxides in situ from nitroalkanes under mild conditions. Thus, reaction of nitroalkanes 1 with di-tert-butyl dicarbonate (2) and 4-dimethylaminopyridine (3) as catalyst in the presence of dipolarophiles

Synthesis of some isoxazolines and evaluation of carbon-13 NMR substituent parameters for 5-methyl substitution

Some isoxazolines substituted at C-5 with phenyl and methoxycarbonyl groups have been synthesised and characterised.Carbon-13 NMR methyl substituent parameters for methyl substitution at C-5 carbon in these compounds have been evaluated.

Reaction of Hydroximic Chlorides with Hexabutylditin. A Mild Method for Generation and Cycloaddition of Nitrile Oxides.

A new method for the in situ generation of nitrile oxides is reported.The reaction conditions are mild and neutral.

A Convinient Preparative Method of Nitrile Oxides by the Dehydration of Primary Nitro Compounds with Ethyl Chloroformate or Benzenesulfonyl Chloride in the Presence of Triethylamine

Three nitrile oxides (MeOCOCN->O, PhCN->O, and EtCN->O) were effectively generated in situ by dehydration of the corresponding primary nitro compounds (RCH2NO2) with PhSO2Cl or ClCOOEt in the presence of triethylamine.Various cycloadducts were prepared by the reaction of them with dipolarophiles.Some advantages of these methods are described in comparison with other known methods.

REGIOSELECTIVE DEPROTONATION OF 3-METHYL-4,5-DIHYDROISOXAZOLES AND DIASTEREOSELECTIVE REACTION WITH ELECTROPHILES

Highly regioselective deprotonation of the title compounds is achieved by working with lithium-amide bases of different steric requirement.The effect of a 5-alkoxymethyl group in the Δ2-isoxazoline ring on both the sense and the extent of the stereoselectivity observed in the reaction of C4-anion with electrophiles is discussed.

Synthesis via Isoxazolines, 4. - Base-initiated Ring Opening of 2-Isoxazolines; Synthesis of α-Enoximes and -Enones from Alkenes

The 2-Isoxazolines 2a-e and 5 undergo ring cleavage on treatment with lithium diisopropylamide (LDA) at -78 --> 0 deg C to afford sterically homogeneous α-enoximes 3a-e and 6. 1H- and 13C-NMR data establish that these compounds have retained the C=N-configuration of the starting isoxazoline.Subsequent deoximation by acidic TiCl3 solution in DMF yields the α-enones 4a-e and the tetrahydropyran 7, respectively.This constitutes a new, regioselective sequence (1 --> 4) for the acylation of alkenes, which avoids cationic intermediates.Studies to determine the mechanistic course and the scope of the ring cleavage reaction show that endo and/or exo anions are formed first, depending on the substitution pattern.The former may isomerize ( -78 deg C) to produce enoximates; both offer the possibility to prepare new 4- or 3α-substituted isoxazolines by the reaction with electrophiles as demonstrated by two examples (2f, 2h).