Alkoxyallene-ynes: Selective Preparation of Bicyclo[5.3.0] Ring Systems Including a δ-Alkoxy Cyclopentadienone - Archive ouverte HAL
Article Dans Une Revue Chemistry - A European Journal Année : 2016

Alkoxyallene-ynes: Selective Preparation of Bicyclo[5.3.0] Ring Systems Including a δ-Alkoxy Cyclopentadienone

Résumé

The development of an intramolecular rhodium(I)-catalyzed Pauson–Khand reaction of alkoxyallene-ynes with a proximal alkoxy group is reported. This reaction, in the presence of a [Rh(cycloocta-1,5-diene)Cl]2/propane-1,3-diylbis(diphenylphosphane) system under a CO atmosphere, constitutes a powerful tool for selectively accessing carbo- and heterobicyclo[5.3.0] frameworks featuring an enol ether moiety. Through this procedure, a straightforward access to guaiane skeletons with a tertiary hydroxy group at the C10 position was achieved.
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17. Chem. Eur. J. 2016, 22, 4938-4944 alkoxy-allenes PK.pdf (722.72 Ko) Télécharger le fichier
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Dates et versions

hal-02370516 , version 1 (14-10-2021)

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Aurélien Tap, Camille Lecourt, Sabrina Dhambri, Mathieu Arnould, Gilles Galvani, et al.. Alkoxyallene-ynes: Selective Preparation of Bicyclo[5.3.0] Ring Systems Including a δ-Alkoxy Cyclopentadienone. Chemistry - A European Journal, 2016, 22 (14), pp.4938-4944. ⟨10.1002/chem.201504753⟩. ⟨hal-02370516⟩
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