19 research outputs found
Synthesis of Trifluoromethyl-Substituted Arenes, Cyclohexenones and Pyran-4-ones by Cyclocondensation of 1,3-Bis(silyloxy)-1,3-butadienes with 4,4-Dimethoxy-1,1,1-trifluorobut-3-en-2-one: Influence of the Lewis Acid on the Product Distribution
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