Generations of Organometallic Species by Novel Reduction Reactions and their Applieations to Organic Synthesis

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1. Copper ate-complexes serve as reductants and (E) -and (Z) -vinylcopper reagents can be prepared directly. (Chem.Lett.1994,437 ; Bull.Chem.Soc., Jpn.1994,67,1495.) Functionalized allylcopper reagents were also prepared selectively. (J.Chem.Soc., Chem.Commun.1994,2687.) Manganese ate-complexes react with alpha-holoketones to generate enolates of the parent ketones efficiently. Using these reactions, regioselectivities in alkylation and aldol reaction are controlled perfectly. (in preparation)2. Reactivities of oxiranylallylsilanes, aminosilanes, thiomethylsilanes, and alkoxyhydrosilanes were investigated. (J.Organometal.Chem.1994,473, C1 ; Chem.Lett.1994,719 ; Heteroatom Chem.1994,5,229 ; Tetrahedron Lett.1995,36,571 ; Bull.Soc.Chim.Fr.1995,132,499.) (J.Organometal.Chem.1995,499,155.)3. Novel methods for generation of non-stabilized carbonyl ylids were found. (J.Am.Chem.Soc.1996,118, in press ; Synlett, 1996, in press.)