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Catalyst-free selenylation/semipinacol rearrangement cascades of alkenyl cyclobutanols: synthesis of beta-selenylated cyclopentanones
- Authors
- Kim, Dae Young
- Issue Date
- 2-Sep-2019
- Publisher
- Marcel Dekker Inc.
- Keywords
- 1,2-Alkyl migration; 1-(1-arylvinyl)cyclobutanols; benzeneselenyl bromide; selenylation; semipinacol rearrangement
- Citation
- Synthetic Communications, v.49, no.17, pp 2203 - 2209
- Pages
- 7
- Journal Title
- Synthetic Communications
- Volume
- 49
- Number
- 17
- Start Page
- 2203
- End Page
- 2209
- ISSN
- 0039-7911
1532-2432
- Abstract
- A simple and practical strategy to access beta-selenated cyclic ketone derivatives through the catalyst-free selenylation and semipinacol rearrangement sequence of 1-(1-arylvinyl)cyclobutanols was developed. This reaction employs the easily accessible and shelf-stable benzeneselenyl bromide as an electrophilic selenium source, and the reaction has advantages of mild reaction conditions and broad substrate scope. [GRAPHICS] .
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Related Researcher
- Kim, Dae Young
- College of Natural Sciences (Department of Chemistry)