A-Alkoxycarboxylic acid amides

A -oxazolines 28, 85 a-Acylaminoaldehydes 28, 66 a AcyIamino-a-alkoxycarboxylic acid esters 24, 145 suppl. 28 C-a-Acylaminoalkylation, review 16, 843 suppl, 26 a-Acylaminocarboxylic acid amides... 

Examples of the so-called chaperon effect involving interaction between the electrophile and an appropriate substituent at the a-position in an alkyl chain prior to ring substitution at the ortAo-position have been explored in nitrations involving dilute solutions of nitric acid in dichloromethane. Aldehydic or ketonic carbonyl groups are most effective, but carboxyl, alkoxycarboxyl, and amide groups also work well. l-Phenylpropan-2-one, for example, forms 85% of l-(2-nitrophenyl)propan-2-one (5). 

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