Journal
TETRAHEDRON LETTERS
Volume 60, Issue 16, Pages 1148-1152Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2019.03.046
Keywords
PhI(OAc)2; Dioxygenation; Oximes; Isoxazoline
Categories
Funding
- National Natural Science Foundation of China [21302124, 21620102003, 21772119]
- Science and Technology Commission of Shanghai Municipality [15JC1402200]
- Shanghai Municipal Education Commission [201701070002E00030]
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A PhI(OAc)(2)-promoted dioxygenation of allyl oximes, including one alkoxylation, has been developed. This reaction can give isoxazoline products bearing two contiguous tetrasubstituted carbons. Various oximes substrates bearing different aryl groups and tetrasubstituted-olefin moieties were compatible with the mild reaction conditions. A two-electron oxidation pathway was proposed based on results of preliminary mechanistic studies. (C) 2019 Elsevier Ltd. All rights reserved.
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