We have recently reported the use, in catalytic amounts, of 1,2-benzenedisulfonimide as a safe Bronsted acid in some acid-catalyzed organic reactions. With the design of new and chiral acid organocatalysts with the structure of 1,2-benzenedisulfonimide in mind, we herein propose a synthesis of 1,2-benzenedisulfonimide derivatives bearing an aryl group in the 3-position with good overall yields. The chirality of these compounds is due to the hindered rotation of the aryl group (atropisomerism). We resolved the atropisomers of one of these compounds.
|Autori:||Barbero M; Bazzi S; Cadamuro S; Di Bari L; Dughera S; Ghigo G; Padula D; Tabasso S|
|Titolo:||Synthesis of 3-aryl-4-methyl-1,2-benzenedisulfonimides, new chiral Bronsted acids. A combined experimental and theoretical study|
|Anno del prodotto:||2011|
|Digital Object Identifier (DOI):||10.1016/j.tet.2011.05.127|
|Appare nelle tipologie:||1.1 Articolo in rivista|