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Original Articles

Some New Radical Reactions for Organic Synthesis

Pages 137-154 | Published online: 17 Mar 2008
 

Abstract

Xanthates are convenient precursors of a variety of radicals that can be captured in an inter-or intramolecular fashion. Overall, the process involves rupture of the sulfide C-S bond and addition of the elements of the xanthate to the olefinic trap. The xanthate in the product can be used in another radical sequence or ionically modified in a grear variety of ways. S-Propargyl xanthates exihibit a special but interesting behaviour which involves a sigmatropic rearrangement to the corresponding allene and ring closure to a novel betaine.

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