Transition‐Metal‐Catalyzed Sequential Cross‐Coupling of Bis(iodozincio)methane and ‐ethane with Two Different Organic Halides | Zendy

Yoshino Hideaki | Zendy; Toda Narihiro | Zendy; Kobata Masami | Zendy; Ukai Katsumi | Zendy; Oshima Koichiro | Zendy; Utimoto Kiitiro | Zendy; Matsubara Seijiro | Zendy

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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.

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