Anna Zawisza

New sugar-derived bifunctional chiral ureas as highly effective organocatalysts in asymmetric aza-Henry reaction

A simple synthesis of series of new catalysts derived from chiral bifunctional ureas is described. The aza-Henry reaction of imines with nitromethane was promoted by sugar derived bifunctional organocatalysts to give optically active β-nitroamines. The aza-Henry reaction products were obtained in good yields (35-98%) and ee up to 99%.

Palladium(0)-catalysed synthesis of 2,3- and 3,4-unsaturated aryl β-O-glycosides

Arylation of 6-O-tert-butyldiphenylsilyl-3,4-di-O-isobutyloxycarbonyl-d-glucal (3) with various phenols in the presence of a catalytic amount of palladium(0) gave the corresponding 2,3- and 3,4-unsaturated β-O-glycosides. The reaction is stereospecific, in all cases, only the β-anomer is formed.

Diastereoselective synthesis of 2-vinylpyrrolidines and 2-vinylpiperidines by the palladium-catalysed cyclization of amino-allylic carbonates containing a chiral protecting group

An efficient diastereoselective synthesis of pyrrolidineand piperidine-type N-heterocycles is reported, by the intramolecular Pd(0)-catalysed cyclization of amino carbonates containing chiral protecting group. The use of chiral auxiliary in the cyclization gave the corresponding heterocyclic derivatives in excellent yields and with good dr values.

Corrigendum to “Enantioselective synthesis of N-heterocycles via intramolecular Pd(0)-catalysed allylic amination” [Tetrahedron 69 (2013) 9551–9556]

The authors regret that in the published paper a reference was omitted in the introduction. The amended introduction and reference are included below. The authors would like to apologise for any inconvenience caused. The groups of Helmchen have reported enantioselective intramolecular amination of allylic acetates and carbonates catalysed by Ir complexes.20aed This method gave 2-vinyl pyrrolidine and 2vinylpiperidine derivatives in good yields and ee values of >90%.