Thiadiazolidine 1-oxide systems for phosphine-free palladium-mediated catalysis

We herein report several highly active catalyst systems with thiadiazolidine 1-oxides as ligands for palladium in the Mizoroki–Heck reaction. Excellent yields of stilbenes derived from aryl iodides and bromides have been achieved using as little as 0.00002 mol % catalyst. The ligand/palladium system can be stored as a stock solution open to air at room temperature with no observable loss of activity for a period of several months

The first enantiomerically pure thiadiazol-3-one 1-oxide and thiatriaza-indene 3-oxide systems chiral at the sulfur atom

The first synthesis of an enantiomerically pure C2 symmetric benzothiadiazole 2-oxide is described along with the first synthesis of an enantiomerically thiadiazol-3-one 1-oxide and a thiatriaza-indene 3-oxide system both chiral at the sulfur atom. Excellent levels of diastereoselectivity were observed in the SO installation step, that is, the reaction of the prerequisite bis-amines with thionyl chloride at ambient temperature

Organocatalysis [review article]

Reactions carried out with substoichiometric quantities of organic molecules as catalysts have received much attention over the past decade. This review highlights progress in 2009 towards highly enantioselective organocatalytic systems and the natural product/biologically active compounds that can be prepared using these types of processes