Ambiphilic allenyl enolates: reactions with electrophiles

Sang Ho Lee; Mei Jue Shih; Martin Hulce

doi:10.1016/0040-4039(92)88045-7

Ambiphilic allenyl enolates: reactions with electrophiles

Sang Ho Lee, Mei Jue Shih, Martin Hulce

Department of Chemistry

Research output: Contribution to journal › Article

10 Scopus citations

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 language	English
Pages (from-to)	185-188
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	2
DOIs	https://doi.org/10.1016/0040-4039(92)88045-7
Publication status	Published - 1992

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All Science Journal Classification (ASJC) codes

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Lee, S. H., Shih, M. J., & Hulce, M. (1992). Ambiphilic allenyl enolates: reactions with electrophiles. Tetrahedron Letters, 33(2), 185-188. https://doi.org/10.1016/0040-4039(92)88045-7

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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.",

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Access to Document

10.1016/0040-4039(92)88045-7