Gerard, BaudouinO’Shea, Morgan WelzelDonckele, EtienneKesavan, SarathyAkella, Lakshmi B.Xu, HaoJacobsen, EricMarcaurelle, Lisa A.2014-02-112012Gerard, Baudouin, Morgan Welzel O’Shea, Etienne Donckele, Sarathy Kesavan, Lakshmi B. Akella, Hao Xu, Eric N. Jacobsen, and Lisa A. Marcaurelle. 2012. “Application of a Catalytic Asymmetric Povarov Reaction using Chiral Ureas to the Synthesis of a Tetrahydroquinoline Library.” ACS Combinatorial Science 14 (11) (November 12): 621-630. doi:10.1021/co300098v. http://dx.doi.org/10.1021/co300098v.2156-8952http://nrs.harvard.edu/urn-3:HUL.InstRepos:11688804A 2328-membered library of 2,3,4-trisubstituted tetrahydroquinolines was produced using a combination of solution- and solid-phase synthesis techniques. A tetrahydroquinoline (THQ) scaffold was prepared via an asymmetric Povarov reaction using cooperative catalysis to generate three contiguous stereogenic centers. A matrix of 4 stereoisomers of the THQ scaffold was prepared to enable the development of stereo/structure-activity relationships (SSAR) upon biological testing. A sparse matrix design strategy was employed to select library members to be synthesized with the goal of generating a diverse collection of tetrahydroquinolines with physicochemical properties suitable for downstream discovery.en-USJournal Article2014-02-1110.1021/co300098v