Synthesis of Hydroxamic Acids by Using the Acid Labile O-2-Methylprenyl Protecting Group

Synlett 2012
Anna Nikitjuka, Aigars Jirgensons

Coupling of carboxylic acids with O-2-methylprenyl hydroxylamine provided O-protected hydroxamic acids, which could be deprotected by treatment with trifluoroacetic acid (TFA) in dichloromethane giving volatile by-products. Protected hydroxamic acids could be N-arylated or alkylated followed by deprotection to give N-substituted hydroxamic acids.

Keywords
protecting groups, cleavage, carboxylic acids, hydroxamic acids, hydroxylamine
DOI
10.1055/s-0032-1317687

Nikitjuka, A., Jirgensons, A. Synthesis of Hydroxamic Acids by Using the Acid Labile O-2-Methylprenyl Protecting Group. Synlett, 2012, 23, pp.2972-2974. ISSN 2972-2974. Available from: doi:10.1055/s-0032-1317687

Publication language
English (en)