Synthesis of New Phosphahelicene Scaffolds and Development of Gold(I)‐Catalyzed Enantioselective Allenene Cyclizations |
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Authors: | Paul Aillard Dr Pascal Retailleau Dr Arnaud Voituriez Dr Angela Marinetti |
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Institution: | Institut de Chimie des Substances Naturelles, ICSN, CNRS UPR 2301, Université Paris‐Sud, 1, av. de la Terrasse, 91198 Gif‐sur‐Yvette (France) |
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Abstract: | This paper reports on the development of an efficient synthesis of enantiopure phospha6]helicenes through a 2+2+2] alkyne cyclotrimerization reaction. The corresponding gold complexes proved to be highly efficient both in terms of catalytic activity and enantioselectivity in 2+2] and 4+2] cycloaddition reactions. Furthermore, in the presence of an external nucleophile, such as water or alcohols, the tandem cyclization/addition reactions take place in high yields and excellent diastereo‐ and enantioselectivities. |
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Keywords: | cyclotrimerization allenenes enantioselectivity gold catalysis phosphahelicenes |
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