New radical homoallylation reactions

Gilles Ouvry, Samir Z. Zard

Research output: Contribution to journalArticlepeer-review

Abstract

Xanthate addition to 3-aryl-4-methanesulfonylbutene and structurally related derivatives triggers a cascade involving aryl migration and elimination of a sulfonyl radical, the result being an overall homoallylation of the initial radical. Other slow migrating groups such as an ester can replace the aryl group.

Original languageEnglish
Pages (from-to)1627-1630
Number of pages4
JournalSynlett
Issue number11
DOIs
Publication statusPublished - 1 Jan 2003
Externally publishedYes

Keywords

  • Alkylsulfones
  • Neophyl rearrangement
  • Radical homoallylation
  • Surzur-Tanner rearrangement
  • Xanthates

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