Elimination versus ring opening: A convergent route to alkylidene- cyclobutanes

Abstract : Functionalized alkylidene-cyclobutanes have been prepared from 2-fluoropyridinyl-6-oxy precursors derived from vinyl cyclobutanols by a radical addition-elimination process. A wide range of functional groups is tolerated, and the alkylidene-cyclobutanes can be further elaborated into cyclopentanones. The limitation of this approach resides in the competition with opening of the cyclobutane ring. © 2011 American Chemical Society.
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Julien Brioche, Michal Michalak, Béatrice Quiclet-Sire, Samir Zard. Elimination versus ring opening: A convergent route to alkylidene- cyclobutanes. Organic Letters, American Chemical Society, 2011, 13 (23), pp.6296-6299. ⟨10.1021/ol202798r⟩. ⟨hal-00950020⟩

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