A novel thiourea type organocatalyst possessing a single NH functionality.
A novel thiourea organocatalyst was rationally designed by altering a typical H-bonding pattern of thiourea derivatives and utilising the potential of the 3,5-bis(trifluoromethyl)phenyl motif to participate in the H-bond formation. This unique catalyst afforded the products of the α-amination and Michael reaction in excellent yields and with a high level of stereoselectivity. Although additional studies are necessary to establish the full potential of the catalyst and to broaden its application further, the presented results may indicate alternative routes for further exploration of the thiourea class of organocatalysts.
University of Belgrade, Faculty of Pharmacy, Department of Organic Chemistry, Vojvode Stepe 450, 11221 Belgrade, Serbia. vladimir.savic@pharmacy.bg.ac.rs.
Predrag
P
Jovanovic
University of Belgrade, Faculty of Pharmacy, Department of Organic Chemistry, Vojvode Stepe 450, 11221 Belgrade, Serbia. vladimir.savic@pharmacy.bg.ac.rs.
Milos
M
Petkovic
University of Belgrade, Faculty of Pharmacy, Department of Organic Chemistry, Vojvode Stepe 450, 11221 Belgrade, Serbia. vladimir.savic@pharmacy.bg.ac.rs.
Milena
M
Simic
University of Belgrade, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Vojvode Stepe 450, 11221 Belgrade, Serbia.
Branka
B
Ivkovic
University of Belgrade, Faculty of Pharmacy, Department of Organic Chemistry, Vojvode Stepe 450, 11221 Belgrade, Serbia. vladimir.savic@pharmacy.bg.ac.rs.
Vladimir
V
Savic