2-Phospha[3]ferrocenophanes with Planar Chirality: Synthesis and Use in Enantioselective Organocatalytic [3 + 2] Cyclizations
Arnaud Voituriez, Armen Panossian, Nicolas Fleury-Brégeot, Pascal Retailleau and Angela Marinetti*
*Institut de Chimie des Substances Naturelles, CNRS UPR 2301
- 1, av. de la Terrasse, 91198 Gif-sur-Yvette, France, Email:
angela.marinetti
icsn.cnrs-gif.fr
A. Voituriez, A. Panossian, N. Fleury-Brégeot, P. Retailleau, A. Marinetti, J. Am. Chem. Soc., 2008, 130, 14030-14031.
DOI: 10.1021/ja806060a
see article for more reactions
Abstract
A P-cyclohexyl substituted ferrocenophane catalyst affords high levels of asymmetric induction in the organocatalytic [3 + 2] annulation reaction between allenes and electron-poor olefins.
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Mechanism of nucleophilic catalysis (see C. Zhang, X. Lu, J.
Org. Chem., 1995, 2906.)
Key Words
1,3-dipolar cycloaddition, organocatalysis, cyclopentenes, unsaturated compounds
ID: J48-Y2008-3010
