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Ambiphilic allenyl enolates: reactions with electrophiles
Journal article   Peer reviewed

Ambiphilic allenyl enolates: reactions with electrophiles

Sang Ho Lee, Mei Jue Shih and Martin Hulce
Tetrahedron Letters, Vol.33(2), pp.185-188
33
1992

Abstract

Biochemistry Drug Discovery Organic Chemistry
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.

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