Homologation of aldehydes using (phenylthiomethylene) triphenylarsorane: selective preparation of α-thiophenoxyepoxides and phenylthioenol ethers

B. Boubia, C. Mioskowski, S. Manna, J. R. Falck

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

The title arsonium ylide reacts with aldehydes to give exclusively α-thiophenoxyepoxides in THF and phenylthioenol ethers in THF/HMPA. The former adducts are readily transformed to α-thiophenoxy carbonyls and the latter to one-carbon homologated aldehydes.

Original languageEnglish (US)
Pages (from-to)6023-6026
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number44
DOIs
StatePublished - 1989

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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