Synlett 2012; 23(20): 2972-2974
DOI: 10.1055/s-0032-1317687
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© Georg Thieme Verlag Stuttgart · New York

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

Anna Nikitjuka
Latvian Institute of Organic Synthesis, Riga, 1006, Latvia   Fax: +371(754)1408   Email: aigars@osi.lv
,
Aigars Jirgensons*
Latvian Institute of Organic Synthesis, Riga, 1006, Latvia   Fax: +371(754)1408   Email: aigars@osi.lv
› Author Affiliations
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Publication History

Received: 01 October 2012

Accepted after revision: 02 November 2012

Publication Date:
28 November 2012 (online)


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Abstract

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.

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