Oxidative decarboxylation of mandelate ethers and α-substituted phenylacetates via dioxetanone generation

Bertrand Heckmann, Carole Alayrac, Charges Mioskowski, S. Chandrasekhar, J. R. Falck

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Mandelate ethers are oxidatively decarboxylated via in situ generated dioxetanones using tBuOK and air at ambient temperature leading, after hydrolysis, to the benzoic acid and the corresponding alcohol. The reaction can be extended to α-substituted phenylacetates.

Original languageEnglish (US)
Pages (from-to)5205-5208
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number36
DOIs
StatePublished - Sep 1 1992

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Phenylacetates
Decarboxylation
Benzoic Acid
Ethers
Hydrolysis
Air
Alcohols
Temperature
dioxetanone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Oxidative decarboxylation of mandelate ethers and α-substituted phenylacetates via dioxetanone generation. / Heckmann, Bertrand; Alayrac, Carole; Mioskowski, Charges; Chandrasekhar, S.; Falck, J. R.

In: Tetrahedron Letters, Vol. 33, No. 36, 01.09.1992, p. 5205-5208.

Research output: Contribution to journalArticle

Heckmann, Bertrand ; Alayrac, Carole ; Mioskowski, Charges ; Chandrasekhar, S. ; Falck, J. R. / Oxidative decarboxylation of mandelate ethers and α-substituted phenylacetates via dioxetanone generation. In: Tetrahedron Letters. 1992 ; Vol. 33, No. 36. pp. 5205-5208.
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