9 research outputs found
Bifunctional Asymmetric Catalysis: Amplification of Brønsted Basicity Can Orthogonally Increase the Reactivity of a Chiral Brønsted Acid
Chiral Holmium Complex-Catalyzed Diels–Alder Reaction of Silyloxyvinylindoles: Stereoselective Synthesis of Hydrocarbazoles
Organocatalytic, Enantioselective Synthesis of VNI: A Robust Therapeutic Development Platform for Chagas, a Neglected Tropical Disease
Computational Analysis of Cyclophane-Based Bisthiourea-Catalyzed Henry Reactions
The Henry reaction between benzaldehyde and nitromethane catalyzed by a cyclophane-based bisthiourea has been studied with density functional theory [M06-2X-D3/def2-TZVPP/IEFPCM// TPSS-D2/6-31G(d)/IEFPCM]. The results of our study reveal that the transformation involves the reaction of a thiourea nitronate complex with the uncoordinated aldehyde. On the basis of our calculations, the formation of the major stereoisomer is kinetically preferred. Employing smaller model systems, we show that the observed stereoselectivity arises primarily from differences in hydrogen bonding in diastereomeric transition states