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Regio‐ and Stereoselective Generation of Alkenylindium Compounds from Indium Tribromide, Alkynes, and Ketene Silyl Acetals
Author(s) -
Nishimoto Yoshihiro,
Moritoh Ryosuke,
Yasuda Makoto,
Baba Akio
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200901417
Subject(s) - ketene , stereoselectivity , silylation , tribromide , indium , chemistry , organic chemistry , medicinal chemistry , catalysis
InBr 3 promotes the addition of ketene silyl acetals to monosubstituted alkynes to afford 2,2‐disubstituted alkenylindium compounds in high regio‐ and stereoselectivity (see scheme). In addition, the alkenylindium derivatives have been subsequently coupled with iodobenzene in the presence of a palladium catalyst.