Ambiphilic allenyl enolates: reactions with electrophiles

Sang Ho Lee, Mei Jue Shih, Martin Hulce

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Allenyl enolates generated from 1,6 additions of organocopper reagents to 3-ethynyl-2-cycloalkenones act as ambident α,γ-nucleophiles. The γ:α ratio of products is a function of carbon hybridization, steric environment, and cycloalkenone ring size; typically, γ-products predominate.

Original languageEnglish
Pages (from-to)185-188
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number2
DOIs
StatePublished - 1992

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Nucleophiles
Carbon

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Ambiphilic allenyl enolates : reactions with electrophiles. / Lee, Sang Ho; Shih, Mei Jue; Hulce, Martin.

In: Tetrahedron Letters, Vol. 33, No. 2, 1992, p. 185-188.

Research output: Contribution to journalArticle

Lee, Sang Ho ; Shih, Mei Jue ; Hulce, Martin. / Ambiphilic allenyl enolates : reactions with electrophiles. In: Tetrahedron Letters. 1992 ; Vol. 33, No. 2. pp. 185-188.
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