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Synthesis of New Phosphahelicene Scaffolds and Development of Gold(I)‐Catalyzed Enantioselective Allenene Cyclizations
Authors:Paul Aillard  Dr Pascal Retailleau  Dr Arnaud Voituriez  Dr Angela Marinetti
Institution:Institut de Chimie des Substances Naturelles, ICSN, CNRS UPR 2301, Université Paris‐Sud, 1, av. de la Terrasse, 91198 Gif‐sur‐Yvette (France)
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.
Keywords:cyclotrimerization  allenenes  enantioselectivity  gold catalysis  phosphahelicenes
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