An efficient and straightforward access to sulfur substituted [2.2]paracyclophanes: application to stereoselective sulfenate salt alkylation |
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Authors: | Lohier Jean-François Foucoin Florian Jaffrès Paul-Alain Garcia José I Sopková-de Oliveira Santos Jana Perrio Stéphane Metzner Patrick |
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Institution: | Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen Basse-Normandie, CNRS, 6 Boulevard du Maréchal Juin, 14050 Caen, France. |
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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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