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An efficient and straightforward access to sulfur substituted [2.2]paracyclophanes: application to stereoselective sulfenate salt alkylation
Authors:Lohier Jean-François  Foucoin Florian  Jaffrès Paul-Alain  Garcia José I  Sopková-de Oliveira Santos Jana  Perrio Stéphane  Metzner Patrick
Institution:Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen Basse-Normandie, CNRS, 6 Boulevard du Maréchal Juin, 14050 Caen, France.
Abstract:A straightforward and high-yielding access to various 2.2]paracyclophanes possessing a sulfur-based functional group is reported, the key step being a SEAr reaction mediated by a sulfonium salt. The versatility of the methodology was exemplified by an original application in sulfenate salt chemistry, from which a remarkable chirality transfer was observed.
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