Journal
TETRAHEDRON
Volume 72, Issue 22, Pages 3068-3072Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.04.028
Keywords
Acid-catalyzed; C-O coupling; N-hydroxyphthalimide; TEMPO; 1,2-Dihydroxylaminations
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Funding
- National Natural Science Foundation of China [NSF 21402066]
- Natural Science Foundation of Jiangsu Province [BK20140139]
- Fundamental Research Funds for the Central Universities [JUSRP11419]
- MOESAFEA [B13025]
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A mild metal-free acid-catalyzed 1,2-dihydroxylaminations of alkenes with N-hydroxyphthalimide and 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) has been demonstrated under air conditions to furnish the dioxygenated products in good to excellent yields. The dioxygenated product can be easily transformed into ketone derivative using 3-chloroperbenzoic acid (m-CPBA) as the oxidant in a high yield. (C) 2016 Elsevier Ltd. All rights reserved.
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