Synthesis Of Chiral Allyl Thiourea And Complexes Containing Nitrogen

In the field of chiral synthetic chemistry, catalytic asymmetric synthesis may be divided into three types:metal catalysis, enzymatic transformations and asymmetric organocatalysis. Chiral thiourea is an important catalyst for catalytic reactions, their catalytic activity and high enantiocontrol has been generally realized by the hydrogen-bonding interaction of thiourea and reactant.The contents are listed as the following:1. A series of chiral thiourea based on1,2-cyclohexanediamine were synthesized from potassium thiocyanate and allyl bromide, which were applied to the asymmetric Michael addition reaction of acetophenone to trans-nitroolefin. Different parameters were tested to disclose the appropriate catalyst loading, the category of catalysts, temperature, solvent, additive et al. Under the optimized condition, the excellent results have been received with up to73%yield and90%ee.2. Synthesis ofβ-diketiminato ligands and its metal complexes from a-phenylethylamine by several steps. At the same time, azaally ligands and its metal compounds were synthesized.All novel products were characterized by1H NMR,13C NMR, IR and HRMS. The thiourea2d was applied to X-ray analysis. The presumed reaction mechanism was rationalized by the crystalline structure of the thiourea.