Hochreaktives Titan auf Graphit. Ein universelles Reduktionsmittel zur Alkenkupplung von Carbonylverbindungen

Alois Fürstner; Hans Weidmann

doi:10.1055/s-1987-28173

Synthesis 1987; 1987(12): 1071-1075
DOI: 10.1055/s-1987-28173

paper

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Hochreaktives Titan auf Graphit. Ein universelles Reduktionsmittel zur Alkenkupplung von Carbonylverbindungen

Alois Fürstner^* , Hans Weidmann

^*Institut für Organische Chemie, Technische Universität, Stremayrgasse 16, A-8010 Graz, Austria

Abstract

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Highly Reactive Titanium on Graphite. A Universal Reducing Agent for the Coupling of Carbonyl Compounds to Alkenes Finely dispersed titanium on graphite, prepared from titanium trichloride and lamellar potassium-graphite, is a highly reactive and universally applicable McMurry reagent, which efficiently couples aryl and alkyl carbonyl und dicarbonyl compounds to alkenes and cycloalkenes, respectively. The closely related reagent derived from titanium tetrachloride distinguishes between aromatic and aliphatic educts, the latter of which stop at the pinacol stage. Thus, use of the appropriate reagent allows McMurry as well as pinacol reductions of aliphatic carbonyl compounds.

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