2006•SynlettRequires access

Propargylic Phosphonium Salts in Cobalt-Catalysed Diels-Alder Reactions

Gerhard Hilt, Christoph Hengst

Abstract

A straight forward one-pot reaction sequence consisting of a cobalt-catalysed Diels-Alder reaction for the generation of a dihydroaromatic phosphonium salt and a subsequent Wittig olefination generates polysubstituted dihydrostilbene derivatives which can optionally be oxidised by DDQ to the corresponding stilbenes. Several aldehydes, 1,3-dienes and also homopropargylic phosphonium salts can be applied.

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Key concepts: Phosphonium, Chemistry, Phosphonium salt, Wittig reaction, Cobalt, Salt (chemistry), Diels–Alder reaction, Organic chemistry