An efficient and straightforward access to sulfur substituted [2.2]paracyclophanes: application to stereoselective sulfenate salt alkylation.
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.
Lohier
Jean-François
JF
Laboratoire de Chimie Moléculaire et Thio-organique, ENSICAEN, Université de Caen Basse-Normandie, CNRS, 6 Boulevard du Maréchal Juin, 14050 Caen, France.
Foucoin
Florian
F
Jaffrès
Paul-Alain
PA
Garcia
José I
JI
Sopková-de Oliveira Santos
Jana
J
Perrio
Stéphane
S
Metzner
Patrick
P
D000478:Alkylation; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008958:Models, Molecular; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*
D047028:Macrocyclic Compounds; D013455:Sulfur