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Electrochemical Radical Selenylation/1,2-Carbon Migration and Dowd Beckwith-Type Ring-Expansion Sequences of Alkenylcyclobutanols
- Authors
- Kim, Yeon Joo; Kim, Dae Young
- Issue Date
- 15-Feb-2019
- Publisher
- American Chemical Society
- Keywords
- Electrochemistry; Radical Selenylation/1; 2-Carbon Migration; Dowd−Beckwith-Type Ring-Expansion; Alkenylcyclobutanols
- Citation
- Organic Letters, v.21, no.4, pp 1021 - 1025
- Pages
- 5
- Journal Title
- Organic Letters
- Volume
- 21
- Number
- 4
- Start Page
- 1021
- End Page
- 1025
- ISSN
- 1523-7060
1523-7052
- Abstract
- Electrochemical oxidative radical selenylation/ 1,2 -carbon migration and Dowd-Beckwith-type ring-expansion sequences of alkenylcyclobutanols were developed in this study. This approach is environmentally benign and uses shelf-stable diselenides as selenium radical precursors and electrons as oxidizing reagents. The present protocol offers a facile way to prepare beta-selenated cyclic ketone derivatives. Under Dowd-Beckwith-type rearrangement, it can afford the corresponding one-carbon ring-expanded ketones.
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Related Researcher
- Kim, Dae Young
- College of Natural Sciences (Department of Chemistry)