99298-83-6

Upstream product

• 100-39-0 benzyl bromide 
• 93599-35-0 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-3,5-dimethylisoxazole 
• 74-88-4 methyl iodide 
• 2510-36-3 3,5-dimethyl-4-isoxazolecarboxylic acid 
• 31301-45-8 3,5-dimethylisoxazole-4-carbonyl chloride 
• 99298-88-1 N-(2-hydroxyl-1,1-dimethylethyl) 3,5-dimethyl-isoxazole-3-carboxamide 
• 93599-40-7 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(phenylethyl)-3-methylisoxazole 

Downstream Products

• 180141-82-6 (+/-)-diethyl 2,6-dimethyl-4-<5-(1'-phenylprop-2'-yl)-3-methylisoxazol-4-yl>-1,4-dihydropyridine-3,5-dicarboxylate 
• 144272-74-2 3-methyl-5-(1'-phenylprop-2'-yl)isoxazole-4-carbinol 
• 144272-62-8 (+/-)-3-methyl-5-(1'-phenylprop-2'-yl)isoxazole-4-carbaldehyde 
• 144272-73-1 3-methyl-5-(1'-phenylprop-2'-yl)isoxazole-4-carboxylic acid 

Relevant academic research and scientific papers

Diastereoselectivity in the Lateral Metalation and Electrophilic Quenching of Isoxazolyloxazolines

Metalation and electrophilic quenching of chiral isoxazolyloxazolines at C-5 position of the isoxazole gives rise to modest diastereoselectivity in most cases.In general, the 4(S)-(methoxymethyl)-5(S)-phenyl-2-oxazoline auxiliary (Meyer's reagent) produce

Metalation of Isoxazolyloxazolines, a Facile Route to Functionally Complex Isoxazoles: Utility, Scope, and Comparison to Dianion Methodology

2-(5'-Alkylisoxazol-4'-yl)-Δ2-oxazoline was metalated at the C-5' alkyl group, and the lithio anion was quenched with a variety of electrophiles.Alkyl halides, aldehydes, and acylpyridinium salts were used as electrophiles.The lithio anion was oxygenated with MOOPH or N-(phenylsulfonyl)oxaziridene.The isoxazolyloxazoline system was converted to the isoxazolyl carboxylic acid, aldehyde, ketone, and chiral oxazoline.The isoxazolyloxazoline was formed, metalated, and deprotected in synthetically useful yields and represents a facile entry into functionally complex isoxazoles.To determine the necessity of the oxazoline protection/deprotection scheme, dianions of isoxazole-4-carboxylic acids were studied.The dianion method was found to be more efficient for simple alkyl halides, but limited in scope.