Yeung, Charles S.Ziegler, Robert E.Porco, John A.Jacobsen, Eric2015-10-012014Yeung, Charles S., Robert E. Ziegler, John A. Porco, and Eric N. Jacobsen. 2014. “Thiourea-Catalyzed Enantioselective Addition of Indoles to Pyrones: Alkaloid Cores with Quaternary Carbons.” Journal of the American Chemical Society 136 (39): 13614-13617. doi:10.1021/ja508523g. http://dx.doi.org/10.1021/ja508523g.0002-7863http://nrs.harvard.edu/urn-3:HUL.InstRepos:22856910We report the development of a catalytic method for the enantioselective addition of indoles to pyrone-derived electrophiles. Arylpyrrolidino-derived thioureas catalyze the addition with high stereoselectivity in the presence of catalytic quantities of an achiral Brønsted acid. The indole–pyrone adducts feature a quaternary stereocenter and represent an unusual class of indolines bearing structural resemblance to the hybrid natural product pleiocarpamine.en-USJournal Article2015-10-0110.1021/ja508523g