Issue 0, 1969

Chloroboration and allied reactions of unsaturated compounds. Part IX. Organometallic insertion reactions of diketen; synthesis of β-keto-enolates

Abstract

A new general synthesis of β-keto-enolates is described, whereby diketen is caused to react with various organic derivatives of aluminium, boron, and tin. Diketen thus reacts differently from its monomer (which affords C-acetyl derivatives). This is attributed to the unsymmetrical structure of the dimer. The symmetrical phenyl isocyanate dimer behaves similarly to its monomer in its reaction with trisdimethylaminoborane. The β-keto-enolates are characterised by elemental analyses, molecular weights, spectroscopic data (i.r., u.v., n.m.r., and mass spectrometry), and, in some cases, by chemical degradation or alternative methods of synthesis.

Article information

Article type
Paper

J. Chem. Soc. A, 1969, 173-177

Chloroboration and allied reactions of unsaturated compounds. Part IX. Organometallic insertion reactions of diketen; synthesis of β-keto-enolates

J. R. Horder and M. F. Lappert, J. Chem. Soc. A, 1969, 173 DOI: 10.1039/J19690000173

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