Over the past fifteen plus years, a rapid increase in the level of interest in chemical transformations catalyzed by simple organic molecules has transformed the field of asymmetric catalysis. Our laboratory has been particularly interested in the use of proline sulfonamides in concert with enamines, derived from aldehydes and amine additives, as bi-functional catalysts to facilitate transformations not readily accessible through other reaction pathways. Herein, we will disclose a generalized method for accessing highly functionalized amine and alcohol-containing bicyclo[2.2.2]octanes via <i>p</i>-dodecylprolinesulfonamide catalyst in a good enantio- and diasteroselective fashion.

Proline sulfonamide-catalyzed process for asymmetric synthesis of amine- and alcohol-containing bicyclo[2.2.2]octanes

251st National Meeting (2016)

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