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February 1, 2019Organic Letters100 citations

Electrochemical Radical Selenylation/1,2-Carbon Migration and Dowd–Beckwith-Type Ring-Expansion Sequences of Alkenylcyclobutanols

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YKYeon Joo KimDKDae Young Kim

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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 β-selenated cyclic ketone derivatives. Under Dowd-Beckwith-type rearrangement, it can afford the corresponding one-carbon ring-expanded ketones.

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Kim et al. (2019) studied this question.

synapsesocial.com/papers/69dcc7c31e43378fbd133411https://doi.org/10.1021/acs.orglett.8b04041
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