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Transition‐Metal‐Catalyzed Sequential Cross‐Coupling of Bis(iodozincio)methane and ‐ethane with Two Different Organic Halides
Author(s) -
Yoshino Hideaki,
Toda Narihiro,
Kobata Masami,
Ukai Katsumi,
Oshima Koichiro,
Utimoto Kiitiro,
Matsubara Seijiro
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500767
Subject(s) - stereocenter , halide , catalysis , chemistry , diiodomethane , transition metal , electrophile , palladium , methane , medicinal chemistry , photochemistry , organic chemistry , enantioselective synthesis , surface energy
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 CC 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.