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The enolization of ketonic substrates is a cornerstone reaction in modern organic synthesis. The research in this book is split into three main sections, with the investigation of s-block metal enolate chemistry being the underlying theme: The first section focuses on the synthesis and characterization of a series of homo- and heterobimetallic potassium and calcium enolates. The second section concentrates on an investigation into the utility of Ca(HMDS)2 to mediate the enolization of ketonic substrates. The final section outlines a detailed mechanistic study for the enolization of propiophenone mediated by Mg(HMDS)2 in toluene.