Transition-metal-catalyzed sequential cross-coupling of bis(iodozincio)methane and -ethane with two different organic halides.
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.
Yoshino
Hideaki
H
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoudai-katsura, Nishikyo, Japan.
Toda
Narihiro
N
Kobata
Masami
M
Ukai
Katsumi
K
Oshima
Koichiro
K
Utimoto
Kiitiro
K
Matsubara
Seijiro
S
D002384:Catalysis; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
D006846:Hydrocarbons, Halogenated; C513531:bis(iodozincio)methane; D010165:Palladium; D008697:Methane