One-Step Diastereoselective Pyrrolidine Synthesis Using a Sulfinamide Annulating Reagent
Qing Shi1, Nathaniel S Greenwood1, Mariah C Meehan1
1Discovery Chemistry , Bristol-Myers Squibb , Route 206 and Province Line Road , Princeton , New Jersey 08543 , United States.
Abstract:
This communication highlights the use of chiral sulfinamides as nitrogen nucleophiles in intermolecular aza-Michael reactions. When chiral sulfinamides are coupled to a chloroethyl group, the corresponding novel annulating reagents can be used to streamline the stereoselective synthesis of complex pyrrolidine-containing molecules. As a result, it has enabled a medicinal chemistry campaign for the synthesis of biologically active RORγt inverse agonists.
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