Synthesis of allylic and homoallylic alcohols from unsaturated cyclic ethers using a mild and selective C-O reduction approach

Daniel J. Mack, Boying Guo, Jon T. Njardarson

Research output: Contribution to journalArticle

33 Scopus citations

Abstract

Unsaturated cyclic ethers can be mildly and selectively reduced with catalytic amounts of B(C6F5)3 in the presence of an alkylsilane. The allylic position is preferentially reduced with minimal or no scrambling of olefin geometry. For electronically equivalent substrates, steric factors guide the reducing agent to the least substituted site.

Original languageEnglish (US)
Pages (from-to)7844-7846
Number of pages3
JournalChemical Communications
Volume48
Issue number63
DOIs
StatePublished - Jul 11 2012

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ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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