EFFICIENT MOLECULAR CONSTRUCTION BY MULTI-COMPONENT COUPLING REACTIONS IN TRANSITION METAL LIGAND FIELDS

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1. The aim of this research project is to develop novel transition metal mediated reactions to construct complex molecular structures. The following research results were obtained in active research conducted from 1997 to 2000 fiscal years.2. (1) Highly selective cross-coupling between 1,6-diynes and linear or cyclic alkenes involving heteroatoms or terminal alkynes in the presence of organoruthenium catalysts by way of metallacyclopentadiene intermediates. Unprecedented new domino couplings of dynes with bicyclic alkenes. (2) Based on the mechanistic aspects of rhodium-catalyzed silylformylation of an alkynes, the construction of cyclopentenones, as well as, four-component coupling of an alkynes, a hydrosilane, carbon monoxide, and pyrrolidine was found. (3) Rhodium-carbonyl catalyzed silylative carbocyclization of 1,6-enynes. (4) Rhodium-catalyzed hydrosilylation of 1,6-diynes and its extension to new catalytic annelation to CィイD260ィエD2 fullerene. (5) Rhodium-catalyzed construction of heterocycles from propargyl alcohols and amines. (6) Iridium-catalyzed Michael and aldol reaction of silylenol ethers. (7) Palladium(0)-catalyzed cyclization between electron-deficient alkynes and diynes and its extension to new triyne cyclization. (8) Novel keto-nitrile coupling and pinacol coupling of dials by means of paramagnetic organization reagents. (9) New cyclooctatetraene synthesis starting from a zircona- and titannametalacyclopentadienes.