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 journalArticle

14 Citations (Scopus)

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

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Ethers
Aldehydes
Hempa
Carbon

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Homologation of aldehydes using (phenylthiomethylene) triphenylarsorane : selective preparation of α-thiophenoxyepoxides and phenylthioenol ethers. / Boubia, B.; Mioskowski, C.; Manna, S.; Falck, J. R.

In: Tetrahedron Letters, Vol. 30, No. 44, 1989, p. 6023-6026.

Research output: Contribution to journalArticle

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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.",
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