A practical synthesis of mixed allyl and allenesulfinates

Samuel Braverman, Tatiana Pechenick

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

A new, general, and efficient method for the preparation of mixed sulfoxylates (ROSOR′) by treatment of symmetrical dialkoxy disulfides (ROSSOR) with alcohols at room temperature has been found. Subsequent spontaneous [2,3]-sigmatropic rearrangements of mixed sulfoxylates such as alkyl allyl and alkyl propargyl sulfoxylates afford mixed alkyl allyl and alkyl allenesulfinates in good yield. The latter are not readily available by other routes.

Original languageEnglish
Pages (from-to)2079-2083
Number of pages5
JournalSynthesis
Issue number13
DOIs
StatePublished - 2003

Keywords

  • Alkenes
  • Alkynes
  • Dialkoxy disulfides
  • Sulfinates
  • [2,3]-sigmatropic rearrangements

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