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α-haloalkanesulfonyl bromides in organic synthesis. 4. Regioselective γ-deprotonation of α,β-unsaturated sulfones. A simple synthesis of 2-alkyl-1,3-butadienes.
Authors:Eric Block  Venkatachalam Eswarakrishnan  Kassu Gebreyes
Institution:Department of Chemistry, State University of New York at Albany, Albany, New York 12222 U.S.A.
Abstract:A simple method for converting 2-methyl-1-alkenes into 2-alkyl-1,3-butadienes is described. Evidence for complexation of lithium cations by sulfonyl groups in the course of reactions of α,β-unsaturated sulfones with LiOt-Bu is presented.
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