Journal
TETRAHEDRON
Volume 71, Issue 45, Pages 8517-8520Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.09.040
Keywords
Copper-catalyzed; 1,2-Dihydroxylamination; Styrenes; N-Hydroxyphthalimide; Radical addition
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Funding
- National Science Foundation of China [NSF 21402066]
- Natural Science Foundation of Jiangsu Province [BK20140139]
- Fundamental Research Funds for the Central Universities [JUSRP11419]
- MOE&SAFEA for the 111 project [B13025]
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An efficient method of copper-catalyzed 1,2-dihydroxylaminations of alkenes have been demonstrated under air conditions by using PhI(OAc)(2) as oxidant to furnish the dioxygenated products in 20-81% yields. This provided an alternative methodology to synthesis of dioxygenated products, which were easily transformed into diols under the reductive conditions. Furthermore, a free-radical addition mechanism was proposed in this transformation. (C) 2015 Elsevier Ltd. All rights reserved.
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