Stereochemical aspects and the synthetic scope of the S(H)i at the sulfur atom. Preparation of enantiopure 3-substituted 2,3-dihydro-1,2-benzoisothiazole 1-oxides and 1,1-dioxides.
Intramolecular homolytic substitution (SHi) on the sulfur atom at acyclic N-(o-bromobenzyl)sulfinamides takes place with a complete inversion of the configuration and provides an excellent tool to connect N-tert-butanesulfinylimines with enantiopure 3-substituted benzo-fused sulfinamides (1,2-benzoisothiazoline 1-oxides) and the related pharmacologically relevant sulfonamides.
Departamento de Química Orgánica, Universidad Autónoma de Madrid, 28049-Cantoblanco, Madrid, Spain. mercedes.rodriguez@uam.es carmen.maestro@uam.es.
José A
JA
Fernández-Salas
M Mercedes
MM
Rodríguez-Fernández
M Carmen
MC
Maestro
José L
JL
García-Ruano