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40.5.1.1.1.10.1 Variation 1: Using Peroxy Acids or Peroxy Acid Anhydrides

DOI: 10.1055/sos-SD-040-00666

Geffken, D.; Köllner, M. A.Science of Synthesis, (200940965.

Primary amines 146 react with diacyl peroxides such as dibenzoyl peroxide to give O-acylhydroxylamines 147, which upon hydrolysis provide the corresponding N-alkylhydroxylamines 148 (Scheme 47). By this methodology (Zinner's procedure), 1- and 2-adamantylhydroxylamines are prepared in reasonable yields.[‌190‌,‌191‌]

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