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Steric control in the base catalysed H-D exchange of an α,β-unsaturated ketone
Authors:Bruce AW Coller  W Roy Jackson  Anna Stragalinou  Jűrgen UG Strauss
Institution:Department of Chemistry, Monash University, Clayton, Victoria Australia, 3168
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.
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