Radical Cyclization Cascades of Unsaturated Meldrum’s Acid Derivatives

Brice Sautier, Sarah E. Lyons, Michael R. Webb, David J. Procter

Research output: Contribution to journalArticlepeer-review


Unsaturated, differentially substituted Meldrum's acid derivatives undergo cascade cyclizations upon ester reduction with SmI2-H2O. The cascade cyclizations proceed in good yield and with high diastereocontrol and convert simple, achiral starting materials to complex molecular architectures, bearing up to four stereocenters, in a single operation. The cascades are triggered by the generation and trapping of unusual radical-anions formed by electron transfer to the ester carbonyl.
Original languageEnglish
Pages (from-to)146-149
Number of pages4
JournalOrganic Letters
Issue number1
Publication statusPublished - 30 Nov 2011


  • alcohols
  • cyclization
  • hydrocarbons
  • organic compounds
  • redox reactions


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