M. Vona, V. Rosnati
1999
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0
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Journal
Main Group Metal Chemistry
Abstract
Chlorotrimethylsilane, when used as the solvent, promotes the Zn reduction of aryl carbonyl compounds (simple ketones, esters, as well as α-halo ketones and esters) by reacting as a Lewis acid, its coordination to the carbonyl ultimately resulting in the adduct formation. Ionic reactions, leading to carbenium ions of different types, precede the true reductive process involving single electron transfers from the metal to such electron deficient species. Cyclopropanation was either absent, or a very minor event, when the substrates under investigation were reduced in the presence of a carbene scavenger.