<scp>Solvent‐Regulated</scp> Diastereodivergent [3 + 2] Annulations of <scp>CF<sub>3</sub>‐Containing</scp> Morita−Baylis−Hillman Carbonates with Cyclic Sulfonimines
Bao‐Xin Liu, Ru‐Jie Yan, Wei Du, Ying‐Chun Chen
Abstract
Comprehensive Summary A solvent‐regulated diastereodivergent [3 + 2] annulation reaction between Morita‐Baylis‐Hillman carbonates from aryl trifluoromethyl ketones and cyclic sulfonimines is developed under the catalysis of a modified cinchona alkaloid, furnishing diverse polycyclic products bearing vicinal quaternary stereogenic centers with outstanding enantioselectivity and moderate to high diastereoselectivity.
Topics & Concepts
ChemistryStereocenterAnnulationVicinalCinchonaCatalysisStereochemistryAlkaloidTrifluoromethylSolventOrganocatalysisArylOrganic chemistryMedicinal chemistryEnantioselective synthesisAlkylFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms