Transition-metal-catalyzed sequential cross-coupling of bis(iodozincio)methane and -ethane with two different organic halides |
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Authors: | Yoshino Hideaki Toda Narihiro Kobata Masami Ukai Katsumi Oshima Koichiro Utimoto Kiitiro Matsubara Seijiro |
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Affiliation: | Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoudai-katsura, Nishikyo, Japan. |
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Abstract: | Bis(iodozincio)methane, prepared from diiodomethane and zinc, reacts with an organic halide in the presence of a transition-metal catalyst to give an iodozinciomethylenated compound; this then reacts with another organic halide to form a C--C bond. The overall process connects two electrophiles with one carbon atom. Bis(iodozincio)ethane can also undergo this transformation, yielding a new stereogenic center. The asymmetric induction of this stereogenic center was investigated by using a chiral palladium catalyst. |
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Keywords: | C?C bond formation cross‐coupling gem‐dizinc nickel palladium |
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