106833-69-6Relevant academic research and scientific papers
SYNTHESIS, METALATION AND ELECTROPHILIC QUENCHING OF ALKYL-ISOXAZOLE-4-TERTIARY CARBOXAMIDES. A CRITICAL COMPARISON OF THREE ISOXAZOLE LATERAL METALATION METHODS
Niou, Chorng-Shyr,Natale, Nicholas R.
, p. 401 - 412 (2007/10/02)
Alkyl-isoxazole-4-tertiary carboxamides are easily formed from isoxazole-4-carboxylic acid.Lateral metalation and electrophilic quenching was accomplished regioselectively at C-5 in synthetically useful yields.The chief advantage of this method is in the preparation of chiral isoxazole-4-tertiary carboximides.The scope and limitations of this methodology is critically compared to lateral metalation of isoxazole-4-oxazolines and isoxazole carboxylic acid dianions.
