title: Direct Catalytic Asymmetric Mannich Reactions for the Construction of Quaternary Carbon Stereocenters.
abstract: Herein, we report a Zn-ProPhenol catalyzed Mannich reaction using α-branched ketones as nucleophilic partners for the direct enantio- and diastereoselective construction of quaternary carbon stereocenters. The reaction can be run on a gram-scale with a low catalyst loading without impacting its efficiency. Moreover, the Mannich adducts can be further elaborated with complete diastereocontrol to access molecules possessing complex stereotriads.
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305-5080, United States.
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305-5080, United States.
authors.forename: Tanguy
authors.initials: T
authors.lastname: Saget
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305-5080, United States.
authors.forename: Chao-I Joey
authors.initials: CI
authors.lastname: Hung
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D005563:Formic Acid Esters / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008352:Mannich Bases / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D005563:Formic Acid Esters; D007097:Imines; D007659:Ketones; D008352:Mannich Bases; C000345:t-butyloxycarbonyl group; D002244:Carbon