Elimination versus ring opening: a convergent route to alkylidene-cyclobutanes.

Org Lett

Laboratoire de Synthèse Organique, CNRS-UMR 7652, Ecole Polytechnique, 91128 Palaiseau Cedex, France.

Published: December 2011

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.

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Source
http://dx.doi.org/10.1021/ol202798rDOI Listing

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