Ambiphilic allenyl enolates: reactions with electrophiles

Sang Ho Lee, Mei Jue Shih, Martin Hulce

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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
Publication statusPublished - 1992

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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