Stereochemical aspects and the synthetic scope of the SHi 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-benzoi...

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Bibliographic Details
Authors: Fernández Salas, José Antonio, Rodríguez Fernández, María Mercedes, Maestro Rubio, Carmen, García-Ruano, José L.
Format: article
Publication Date:2014
Country:España
Institution:Universidad Autónoma de Madrid
Repository:Biblos-e Archivo. Repositorio Institucional de la UAM
Language:English
OAI Identifier:oai:repositorio.uam.es:10486/670860
Online Access:http://hdl.handle.net/10486/670860
https://dx.doi.org/10.1039/c4cc01831a
Access Level:Open access
Keyword:Sulfinamide
Sulfonamide
Sulfoxide
Sulfur
Química
Description
Summary: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

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