A cobaloxime-mediated radical route to butenolides

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

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

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
Volume34
Issue number49
DOIs
StatePublished - Dec 3 1993

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'A cobaloxime-mediated radical route to butenolides'. Together they form a unique fingerprint.

  • Cite this