Generation and trapping of cyclopentenylidene gold species: four pathways to polycyclic compounds

G Lemiere, V Gandon, K Cariou, A Hours…

Index: Lemiere, Gilles; Gandon, Vincent; Cariou, Kevin; Hours, Alexandra; Fukuyama, Takahide; et al. Journal of the American Chemical Society, 2009 , vol. 131, p. 2993 - 3006

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Citation Number: 126

Abstract

Cyclopentenylidene gold complexes can easily be formed from vinyl allenes through a Nazarov-like mechanism. Such carbenes may transform in four different ways into polycyclic frameworks: electrophilic cyclopropanation, C− H insertion, C− C migration, or proton shift. We have studied the selectivity of these different pathways and used our findings for the expedient preparation of valuable complex molecules. An application to the total synthesis ...

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