Silicon-directed selective gamma substitution of an α,β-unsaturated ester

Pamela Albaugh-Robertson, John A. Katzenellenbogen

Research output: Contribution to journalArticlepeer-review


Ethyl 3-methyl-2-trimethylsilyl-3-butenoate (3) undergoes reaction selectively at carbon 4, upon treatment with a Lewis acid and carbonyl compounds, acetals/ketals, acid chlorides, and chloromethyl phenyl sulfide. This overall conversion represents a highly selective gamma substitution on an α,β-unsaturated ester.

Original languageEnglish (US)
Pages (from-to)723-726
Number of pages4
JournalTetrahedron Letters
Issue number7
StatePublished - 1982

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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