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

Research output: Contribution to journalArticleResearchpeer-review

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
Coller, Bruce A W ; Roy Jackson, W. ; Stragalinou, Anna ; Strauss, Jurgen U G. / Steric control in the base catalysed H-D exchange of an α,β-unsaturated ketone. In: Tetrahedron Letters. 1979 ; Vol. 20, No. 24. pp. 2261-2262.
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Coller, BAW, Roy Jackson, W, Stragalinou, A & Strauss, JUG 1979, 'Steric control in the base catalysed H-D exchange of an α,β-unsaturated ketone', Tetrahedron Letters, vol. 20, no. 24, pp. 2261-2262. https://doi.org/10.1016/S0040-4039(01)93692-5

Steric control in the base catalysed H-D exchange of an α,β-unsaturated ketone. / Coller, Bruce A W; Roy Jackson, W.; Stragalinou, Anna; Strauss, Jurgen U G.

In: Tetrahedron Letters, Vol. 20, No. 24, 01.01.1979, p. 2261-2262.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Coller, Bruce A W

AU - Roy Jackson, W.

AU - Stragalinou, Anna

AU - Strauss, Jurgen U G

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AB - 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.

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