A cobaloxime-mediated radical route to butenolides

Bruce P. Branchaud, Rachel M. Slade, Samantha K. Janisse

Research output: Contribution to journalArticlepeer-review

13 Scopus citations


Photolysis of alkyl cobaloximes with maleic anhydride and PhSSPh proceeds via radical alkene addition and subsequent PhSSPh trapping. The product trans 3-phenylthio 4-alkyl succinic anhydrides can be converted by oxidation and thermal syn elimination into 3-substituted maleic anhydrides, which are known to be regioselectively and chemoselectively reduced to produce γ-hydroxybutenolides or butenolides.

Original languageEnglish (US)
Pages (from-to)7885-7888
Number of pages4
JournalTetrahedron Letters
Issue number49
StatePublished - Dec 3 1993
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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