Direct Enantio- and Diastereoselective Zn-ProPhenol-Catalyzed Mannich Reactions of CF<sub>3</sub>- and SCF<sub>3</sub>-Substituted Ketones
Barry M. Trost, Chao‐I Hung, Guillaume Mata, Ying Liu, Yiye Lu, Elumalai Gnanamani
Abstract
) groups in small molecules is of high interest to modulate the potency and pharmacological properties of drug candidates. Herein, we report a Zn-ProPhenol catalyzed diastereo- and enantioselective Mannich addition of α-trifluoromethyl- and α-trifuoromethylthio-substituted ketones. This transformation uses cyclic and acyclic ketones and generates quaternary trifluoromethyl and tetrasubstituted trifuoromethylthio stereogenic centers in excellent yields and selectivities.
Topics & Concepts
ChemistryCatalysisMannich reactionCombinatorial chemistryOrganic chemistryMedicinal chemistryFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsOrganic and Inorganic Chemical Reactions