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Cited by 183

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Self-Terminating, Oxidative Radical Cyclizations: A Novel Reaction of Acyloxyl Radicals

Wille, Uta·2002·Journal of the American Chemical Society

Abstract

Acyloxyl radicals RC(O)O* (with R = alkyl, aryl) could be trapped through addition to cyclic and open-chain alkynes, where they were found to act as a donor of oxygen atoms. Mechanistically, this radical oxygenation proceeded through a transannular or intramolecular, respectively, radical cyclization cascade, which was finally terminated by release of an acyl radical RC*(O). The reaction led to stereoselective formation of cyclized products, which contained a carbonyl group at the former site of the alkyne triple bond.

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Metadata

Authors
Wille, U.
Venue
Journal of the American Chemical Society
Published
2001-12-08
Volume
124
Issue
1
Pages
14-15
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W1969449710
Cited by
183
References
0
FWCI
15.51
Type
journal article
Language
en
Open access
closed

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

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