Substituted phosphathiahelicenes have been prepared via a straightforward two-step procedure involving the regioselective bromination of a preformed helical scaffold, followed by palladium catalyzed coupling reactions. The new helicenes have been used as ligands in gold(i)-catalyzed [4+2] cyclizations of 1,6-enynes. The resulting dihydro-cyclopenta[b]naphthalene derivative was obtained in excellent yields and with up to 91% ee.

The synthesis of substituted phosphathiahelicenes : Via regioselective bromination of a preformed helical scaffold : A new approach to modular ligands for enantioselective gold-catalysis / P. Aillard, D. Dova, V. Magné, P. Retailleau, S. Cauteruccio, E. Licandro, A. Voituriez, A. Marinetti. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - 52:73(2016 Aug), pp. 10984-10987. [10.1039/c6cc04765c]

The synthesis of substituted phosphathiahelicenes : Via regioselective bromination of a preformed helical scaffold : A new approach to modular ligands for enantioselective gold-catalysis

D. Dova
Secondo
;
S. Cauteruccio;E. Licandro;
2016

Abstract

Substituted phosphathiahelicenes have been prepared via a straightforward two-step procedure involving the regioselective bromination of a preformed helical scaffold, followed by palladium catalyzed coupling reactions. The new helicenes have been used as ligands in gold(i)-catalyzed [4+2] cyclizations of 1,6-enynes. The resulting dihydro-cyclopenta[b]naphthalene derivative was obtained in excellent yields and with up to 91% ee.
Settore CHIM/06 - Chimica Organica
ago-2016
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/439734
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