A study of conjugate addition to a γ,δ-dioxolanyl-α,β-unsaturated ester

Guoxia Han, Victor J. Hruby

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Abstract

Diastereoselective phenylcuprate addition to (S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-trans-2-propenoate has been achieved in the presence of lithium bromide, copper(I) cyanide, trimethylsilyl chloride and dimethylsulfide cocatalysts.

Original languageEnglish (US)
Pages (from-to)4281-4283
Number of pages3
JournalTetrahedron Letters
Volume42
Issue number26
DOIs
StatePublished - Jun 25 2001

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Keywords

  • Conjugate addition
  • Copper reagents
  • Copper(I) bromide dimethylsulfide complex
  • Copper(I) cyanide (CuCN)
  • Difficult reactions
  • Trimethylsilyl chloride (TMSCl)
  • α,β-unsaturated substrates with oxygen substitution at γ,δ-positions

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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