Steric control in the base catalysed H-D exchange of an α,β-unsaturated ketone

Bruce A W Coller, W. Roy Jackson, Anna Stragalinou, Jurgen U G Strauss

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5 Citations (Scopus)

Abstract

For the base catalysed H-D exchange of the equatorial hydrogen and the axial hydrogen in 4-t-butyl-1-acetylcyclohex-1-ene (1) in CH3OD containing CH3ONa, keq/kax is 3.8:1. This is clearly a result of steric rather than stereoelectronic factors.

Original languageEnglish
Pages (from-to)2261-2262
Number of pages2
JournalTetrahedron Letters
Volume20
Issue number24
DOIs
Publication statusPublished - 1 Jan 1979

Cite this

Coller, B. A. W., Roy Jackson, W., Stragalinou, A., & Strauss, J. U. G. (1979). Steric control in the base catalysed H-D exchange of an α,β-unsaturated ketone. Tetrahedron Letters, 20(24), 2261-2262. https://doi.org/10.1016/S0040-4039(01)93692-5