[Skip to Content](https://www.sigmaaldrich.com#main-content) [![MilliporeSigma](https://www.sigmaaldrich.com/static/logos/purple/millipore_sigma.svg)](https://www.sigmaaldrich.com/US/en) Products Cart0 USEN Products ProductsApplicationsServicesResourcesSupport [Login / Register](https://www.sigmaaldrich.com/oidc-sign-in) [Order Lookup](https://www.sigmaaldrich.com/US/en/order-lookup) [Quick Order](https://www.sigmaaldrich.com/US/en/quick-order) Cart0 [Home](https://www.sigmaaldrich.com/US/en)Chiral Disulfonimides for Asymmetric Counteranion-directed Catalysis (ACDC) # Chiral Disulfonimides for Asymmetric Counteranion-directed Catalysis (ACDC) ## Introduction Asymmetric counteranion-directed catalysis (ACDC) has a number of valuable applications in enantioselective synthesis.1 Beginning in 2006, Benjamin List2 and others have expanded this field to encompass a broad range of useful transformations. ## Representative Applications In 2009, List and coworkers reported that disulfonimide catalyst [790753](https://www.sigmaaldrich.com/US/en/product/aldrich/790753) can be used to catalyze asymmetric Mukaiyama aldol reactions in up to 94% ee.3 Two years later, this reaction was extended to vinylogous and bisvinylogous reactions as well.4 ![chiral-disulfonimides](https://www.sigmaaldrich.com/content/dam/cms-commons/sigmaaldrich/marketing/global/images/technical-documents/articles/chemistry-and-synthesis/cross-coupling/chiral-disulfonimides.jpg "chiral-disulfonimides") More recently, 790753 was employed as a Brønsted acid catalyst in the asymmetric Friedel-Crafts alkylation of imines with indoles.5 ![chiral-disulfonimides-catalyst](https://www.sigmaaldrich.com/content/dam/cms-commons/sigmaaldrich/marketing/global/images/technical-documents/articles/chemistry-and-synthesis/cross-coupling/chiral-disulfonimides-catalyst.jpg "chiral-disulfonimides-catalyst") Finally, disulfonamide catalyst [790842](https://www.sigmaaldrich.com/US/en/product/aldrich/790842) was successfully employed in the three-component synthesis of homoallylic amines in up to 97% ee.6 ![chiral-disulfonimides-collaboration](https://www.sigmaaldrich.com/content/dam/cms-commons/sigmaaldrich/marketing/global/images/technical-documents/articles/chemistry-and-synthesis/cross-coupling/chiral-disulfonimides-collaboration.jpg "chiral-disulfonimides-collaboration") To learn more about other products in our catalog that have been established in collaboration Prof. Dr. List, please visit his [Professor Product Page](https://www.sigmaaldrich.com/US/en/collections/professor-product-portal/list). ## Materials Sorry, an unexpected error has occurred Response not successful: Received status code 500 ### References 1\. Mahlau M, List B. 2013. Asymmetric Counteranion-Directed Catalysis: Concept, Definition, and Applications. Angew. Chem. Int. Ed.. 52(2):518-533. [https://doi.org/10.1002/anie.201205343](https://doi.org/10.1002/anie.201205343) 2\. Mayer S, List B. 2006. Asymmetric Counteranion-Directed Catalysis. Angew. Chem. Int. Ed.. 45(25):4193-4195. [https://doi.org/10.1002/anie.200600512](https://doi.org/10.1002/anie.200600512) 3\. García-García P, Lay F, García-García P, Rabalakos C, List B. 2009. A Powerful Chiral Counteranion Motif for Asymmetric Catalysis. Angew. Chem. Int. Ed.. 48(24):4363-4366. [https://doi.org/10.1002/anie.200901768](https://doi.org/10.1002/anie.200901768) 4\. Ratjen L, García-García P, Lay F, Beck ME, List B. 2011. Disulfonimide-Catalyzed Asymmetric Vinylogous and Bisvinylogous Mukaiyama Aldol Reactions. Angew. Chem. Int. Ed.. 50(3):754-758. [https://doi.org/10.1002/anie.201005954](https://doi.org/10.1002/anie.201005954) 5\. Chen L, He H, Chan W, Lee AWM. 2011. Chiral Sulfonimide as a Brønsted Acid Organocatalyst for Asymmetric Friedel?Crafts Alkylation of Indoles with Imines. J. Org. Chem.. 76(17):7141-7147. [https://doi.org/10.1021/jo2011335](https://doi.org/10.1021/jo2011335) 6\. Gandhi S, List B. 2013. Catalytic Asymmetric Three-Component Synthesis of Homoallylic Amines. Angew. Chem. Int. Ed.. 52(9):2573-2576. 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